Experimental and chemical kinetic modeling study of small methyl esters oxidation: Methyl (E)-2-butenoate and methyl butanoate

Energy Technology Data Exchange (ETDEWEB)

Gail, S.; Sarathy, S.M.; Thomson, M.J. [Department of Mechanical and Industrial Engineering, University of Toronto, Toronto, ON M5S 3G8 (Canada); Dievart, P.; Dagaut, P. [CNRS, 1C, Ave de la Recherche Scientifique, 45071 Orleans Cedex 2 (France)

2008-12-15

This study examines the effect of unsaturation on the combustion of fatty acid methyl esters (FAME). New experimental results were obtained for the oxidation of methyl (E)-2-butenoate (MC, unsaturated C{sub 4} FAME) and methyl butanoate (MB, saturated C{sub 4} FAME) in a jet-stirred reactor (JSR) at atmospheric pressure under dilute conditions over the temperature range 850-1400 K, and two equivalence ratios ({phi}=0.375,0.75) with a residence time of 0.07 s. The results consist of concentration profiles of the reactants, stable intermediates, and final products, measured by probe sampling followed by on-line and off-line gas chromatography analyses. The oxidation of MC and MB in the JSR and under counterflow diffusion flame conditions was modeled using a new detailed chemical kinetic reaction mechanism (301 species and 1516 reactions) derived from previous schemes proposed in the literature. The laminar counterflow flame and JSR (for {phi}=1.13) experimental results used were from a previous study on the comparison of the combustion of both compounds. Sensitivity analyses and reaction path analyses, based on rates of reaction, were used to interpret the results. The data and the model show that MC has reaction pathways analogous to that of MB under the present conditions. The model of MC oxidation provides a better understanding of the effect of the ester function on combustion, and the effect of unsaturation on the combustion of fatty acid methyl ester compounds typically found in biodiesel. (author)

Experimental vapor pressures (from 1 Pa to 100 kPa) of six saturated Fatty Acid Methyl Esters (FAMEs): Methyl hexanoate, methyl octanoate, methyl decanoate, methyl dodecanoate, methyl tetradecanoate and methyl hexadecanoate

International Nuclear Information System (INIS)

Sahraoui, Lakhdar; Khimeche, Kamel; Dahmani, Abdallah; Mokbel, Ilham; Jose, Jacques

2016-01-01

Highlight: • Vapor-liquid equilibria, Enthalpy of Vaporization, saturated Fatty Acid Methyl Ester. - Abstract: Vapor pressures of six saturated Fatty Acid Methyl Esters (FAMEs), methyl hexanoate (or methyl caproate), methyl octanoate (or methyl caprylate), Methyl decanoate (or methyl caprate), methyl dodecanoate (or methyl laurate), methyl tetradecanoate (or methyl myristate), and methyl hexadecanoate (or methyl palmitate) were measured from 1 Pa to 100 kPa and at temperature range between 262 and 453 K using a static apparatus. The experimental data (P-T) were compared with the available literature data.

Modeling of the oxidation of methyl esters-Validation for methyl hexanoate, methyl heptanoate, and methyl decanoate in a jet-stirred reactor.

Science.gov (United States)

Glaude, Pierre Alexandre; Herbinet, Olivier; Bax, Sarah; Biet, Joffrey; Warth, Valérie; Battin-Leclerc, Frédérique

2010-11-01

The modeling of the oxidation of methyl esters was investigated and the specific chemistry, which is due to the presence of the ester group in this class of molecules, is described. New reactions and rate parameters were defined and included in the software EXGAS for the automatic generation of kinetic mechanisms. Models generated with EXGAS were successfully validated against data from the literature (oxidation of methyl hexanoate and methyl heptanoate in a jet-stirred reactor) and a new set of experimental results for methyl decanoate. The oxidation of this last species was investigated in a jet-stirred reactor at temperatures from 500 to 1100 K, including the negative temperature coefficient region, under stoichiometric conditions, at a pressure of 1.06 bar and for a residence time of 1.5 s: more than 30 reaction products, including olefins, unsaturated esters, and cyclic ethers, were quantified and successfully simulated. Flow rate analysis showed that reactions pathways for the oxidation of methyl esters in the low-temperature range are similar to that of alkanes.

Catalytic Oxidation of Allylic Alcohols to Methyl Esters

DEFF Research Database (Denmark)

Gallas-Hulin, Agata; Kotni, Rama Krishna; Nielsen, Martin

2017-01-01

Aerobic oxidation of allylic alcohols to methyl esters using gold nanoparticles supported on different metal oxide carriers has been performed successfully under mild conditions (room temperature, 0.1 MPa O2) without significant loss of catalytic activity. The effects of different reaction...... parameters are studied to find the suitable reaction conditions. All catalysts are characterised by XRD, XRF and TEM. Among these catalysts, Au/TiO2 showed the most efficient catalytic activity towards the selective oxidation of allylic alcohols to the corresponding esters. Moreover, the same Au/TiO2...... to synthesize methyl esters from allylic alcohols....

Alternative Production of Fatty Acid Methyl Esters from Triglycerides ...

African Journals Online (AJOL)

The catalysts activity was tested in thermocatalytic cracking of triglyceride; a direct conversion process for fatty acid methyl esters (biodiesel). The SZ1 not only exhibited higher conversion of triglycerides but higher fatty acid methyl esters (FAMEs) yields of approximately 59% after 3h as compared to SZ2 (32%). In addition ...

Production of Methyl Laurate from Coconut Cream through Fractionation of Methyl Ester

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Johnner P. Sitompul

2015-10-01

Full Text Available This paper concerns the production of methyl laurate from coconut cream through fractionation of methyl esters. Coconut oil was produced by wet processing of coconut cream. The esters were prepared by reacting coconut oil and methanol using homogeneous catalyst KOH in a batch reactor, followed by fractionation of fatty acid methyl esters (FAME at various reduced pressures applying differential batch vacuum distillation. Experimental data were compared with simulation of a batch distillation employing the simple Raoult’s model and modified Raoult’s model of phase equilibria. Activity coefficients (γi were determined by optimization to refine the models. The modified Rault’s model with activity coefficients gave better agreement with the experimental data, giving the value of γi between 0,56-0,73. For a given boiling temperature, lower operating pressure produced higher purity of C10 and C12 FAME for respective distillates.

A library synthesis of 4-hydroxy-3-methyl-6-phenylbenzofuran-2-carboxylic acid ethyl ester derivatives as anti-tumor agents.

Science.gov (United States)

Hayakawa, Ichiro; Shioya, Rieko; Agatsuma, Toshinori; Furukawa, Hidehiko; Naruto, Shunji; Sugano, Yuichi

2004-09-06

As a result of a hit-to-lead program using a technique of solution-phase parallel synthesis, a highly potent (2,4-dimethoxyphenyl)-[6-(3-fluorophenyl)-4-hydroxy-3-methylbenzofuran-2-yl]methanone (15b) was synthesized as an optimized derivative of 4-hydroxy-3-methyl-6-phenylbenzofuran-2-carboxylic acid ethyl ester (1), which was discovered as a screening hit from small-molecule libraries and exhibited selective cytotoxicity against a tumorigenic cell line.

Novel fatty acid methyl esters from the actinomycete Micromonospora aurantiaca

Science.gov (United States)

Bruns, Hilke; Riclea, Ramona

2011-01-01

Summary The volatiles released by Micromonospora aurantiaca were collected by means of a closed-loop stripping apparatus (CLSA) and analysed by GC–MS. The headspace extracts contained more than 90 compounds from different classes. Fatty acid methyl esters (FAMEs) comprised the major compound class including saturated unbranched, monomethyl and dimethyl branched FAMEs in diverse structural variants: Unbranched, α-branched, γ-branched, (ω−1)-branched, (ω−2)-branched, α- and (ω−1)-branched, γ- and (ω−1)-branched, γ- and (ω−2)-branched, and γ- and (ω−3)-branched FAMEs. FAMEs of the last three types have not been described from natural sources before. The structures for all FAMEs have been suggested based on their mass spectra and on a retention index increment system and verified by the synthesis of key reference compounds. In addition, the structures of two FAMEs, methyl 4,8-dimethyldodecanoate and the ethyl-branched compound methyl 8-ethyl-4-methyldodecanoate were deduced from their mass spectra. Feeding experiments with isotopically labelled [2H10]leucine, [2H10]isoleucine, [2H8]valine, [2H5]sodium propionate, and [methyl-2H3]methionine demonstrated that the responsible fatty acid synthase (FAS) can use different branched and unbranched starter units and is able to incorporate methylmalonyl-CoA elongation units for internal methyl branches in various chain positions, while the methyl ester function is derived from S-adenosyl methionine (SAM). PMID:22238549

Synthesis of 11C labelled methyl esters: transesterification of enol esters versus BF3 catalysed esterification-a comparative study

International Nuclear Information System (INIS)

Ackermann, Uwe; Blanc, Paul; Falzon, Cheryl L.; Issa, William; White, Jonathan; Tochon-Danguy, Henri J.; Sachinidis, John I.; Scott, Andrew M.

2006-01-01

C-11 labelled methyl esters have been synthesized via the transesterification of enol esters in the presence of C-11 methanol and 1,3 dichlorodibutylstannoxane as catalyst. This method leaves functional groups intact and allows access to a wider variety of C-11 labelled methyl esters compared to the BF 3 catalysed ester formation, which uses carboxylic acids and C-11 methanol as starting materials

Synthesis of carboxylic acids, esters, alcohols and ethers containing a tetrahydropyran ring derived from 6-methyl-5-hepten-2-one.

Science.gov (United States)

Hanzawa, Yohko; Hashimoto, Kahoko; Kasashima, Yoshio; Takahashi, Yoshiko; Mino, Takashi; Sakamoto, Masami; Fujita, Tsutomu

2012-01-01

3-hydroxy acids, 3-hydroxy-3,7-dimethyloct-6-enoic acid (1) and 3-hydroxy-2,2,3,7-tetramethyloct-6-enoic acid (2), were prepared from 6-methyl-5-hepten-2-one, and they were subsequently used to prepare (2,6,6-trimethyltetrahydropyran-2-yl)acetic acid (3) and 2-methyl-2-(2,6,6-trimethyltetrahydropyran-2-yl)propanoic acid (4), respectively, via cyclization with an acidic catalyst such as boron trifluoride diethyl etherate or iodine. The reaction of carboxylic acids 3 and 4 with alcohols, including methanol, ethanol, and 1-propanol, produced the corresponding methyl, ethyl, and propyl esters, which all contained a tetrahydropyran ring. Reduction of carboxylic acids 3 and 4 afforded the corresponding alcohols. Subsequent reactions of these alcohols with several acyl chlorides produced novel esters. The alcohols also reacted with methyl iodide and sodium hydride to provide novel ethers. A one-pot cyclization-esterification of 1 to produce esters containing a tetrahydropyran ring, using iodine as a catalyst, was also investigated.

Chromatographic analyses of fatty acid methyl esters by HPLC-UV and GC-FID

Energy Technology Data Exchange (ETDEWEB)

Carvalho, Myller S.; Pinho, David M.M.; Suarez, Paulo A.Z., E-mail: psuarez@unb.br [Laboratorio de Materiais e Combustiveis, Instituto de Quimica, Universidade de Brasilia, DF (Brazil); Mendonca, Marcio A. [Faculdade de Agronomia e Medicina Veterinaria, Universidade de Brasilia, DF (Brazil); Resck, Ines S. [Laboratorio de Ressonancia Magnetica Nuclear, Universidade de Brasilia, DF (Brazil)

2012-04-15

An analytical method using high performance liquid chromatography with UV detection (HPLC-UV) (method A) was used for simultaneous determination of total amounts of triacylglycerides, diacylglycerides, monoacylglycerides and fatty acid methyl esters in alcoholysis of different oil (cotton, canola, sunflower, corn and soybean) samples. Analyses were carried out at 40 deg C for 20 min using a gradient of methanol (MeOH) and 2-propanol-hexane 5:4 (v/v) (PrHex): 100% of MeOH in 0 min, 50% of MeOH and 50% of PrHex in 10 min maintained with isocratic elution for 10 min. Another HPLC-UV method (method B) with acetonitrile isocratic elution for 34 min was used to determine the fatty acid composition of oils analyzing their methyl ester derivatives. Contents were determined with satisfactory repeatability (relative standard deviation, RSD < 3%), linearity (r{sup 2} > 0.99) and sensitivity (limit of quantification). Method B was compared with an official gas chromatographic method with flame ionization detection (GC-FID) from American Oil Chemists' Society (AOCS) in the determination of fatty acid methyl esters (FAME) in biodiesel real samples. (author)

Thermodynamic study of phase transitions in methyl esters of ortho- meta- and para-aminobenzoic acids

International Nuclear Information System (INIS)

Almeida, Ana R.R.P.; Monte, Manuel J.S.

2012-01-01

Highlights: ► Vapor pressures of liquid and crystalline phases of methyl esters of the aminobenzoic acids were measured. ► Accurate values of enthalpies of sublimation, vaporization, and fusion were derived. ► The enthalpy of intermolecular NH–O hydrogen bonds in methyl p-aminobenzoate was determined. ► The volatility of the methyl benzoates was compared with the volatility of the parent acids. - Abstract: A static method based on capacitance gauges was used to measure the vapor pressures of the condensed phases of the methyl esters of the three aminobenzoic acids. For methyl o-aminobenzoate the vapor pressures of the liquid phase were measured in the range (285.4 to 369.5) K. For the meta and para isomers vapor pressures of both crystalline and liquid phases were measured in the ranges (308.9 to 376.6) K, and (332.9 to 428.0) K, respectively. Vapor pressures of the latter compound were also measured using the Knudsen effusion method in the temperature range (319.1 to 341.2) K. From the dependence of the vapor pressures on the temperature, the standard molar enthalpies and entropies of sublimation and of vaporization were derived. Differential scanning calorimetry was used to measure the temperatures and molar enthalpies of fusion of the three isomers. The results enabled the estimation of the enthalpy of the intermolecular (N−H … O) hydrogen bond in the crystalline methyl p-aminobenzoate. A correlation relating the temperature of fusion and the enthalpy and Gibbs energy of sublimation of benzene, methyl benzoates and benzoic acids was derived.

Analysis of the ecological parameters of the diesel engine powered with biodiesel fuel containing methyl esters from Camelina sativa oil

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S. Lebedevas

2010-03-01

Full Text Available The article explores the possibilities of using fatty acid methyl esters derived from the oil of a new species of oily plant Camelina sativa not demanding on soil. The performed research on the physical and chemical properties of pure methyl esters from Camelina sativa show that biofuels do not meet requirements for the biodiesel fuel standard (LST EN 14214:2009 of a high iodine value and high content of linoleic acid methyl ester, so they must be mixed with methyl esters produced from pork lard the content of which in the mixture must be not less than 32%. This article presents the results of tests on combustion emission obtained when three-cylinder diesel engine VALMET 320 DMG was fuelled with a mixture containing 30% of this new kind of fuel with fossil diesel fuel comparing with emissions obtained when the engine was fuelled with a fuel mixture containing 30% of conventional biodiesel fuel (rapeseed oil methyl esters with fossil diesel fuel. The obtained results show that using both types of fuel, no significant differences in CO and NOx concentrations were observed throughout the tested load range. When operating on fuels containing methyl esters from Camelina sativa, HC emissions decreased by 10 to 12% and the smokeness of exhaust gas by 12 to 25%.

L-leucine methyl ester stimulates insulin secretion and islet glutamate dehydrogenase

DEFF Research Database (Denmark)

Knudsen, P; Kofod, Hans; Lernmark, A

1983-01-01

Column perifusion of collagenase-isolated mouse pancreatic islets was used to study the dynamics of insulin release in experiments lasting for several hours. The methyl esters of L-leucine and L-arginine were synthesized. Whereas L-arginine methyl ester (L-arginine OMe) had no effect, L-leucine OMe...... stimulated the release of insulin. The effect of L-leucine OMe was maximal at 5 mmol/liter. Whereas the Km for glucose-stimulated insulin release was unaffected by 1 mmol/liter L-leucine OMe, the maximal release of D-glucose was increased by the amino acid derivative that appeared more effective than L......-leucine. L-Leucine OMe was also a potent stimulus of insulin release from the perfused mouse pancreas. In the presence of 10 mmol/liter L-glutamine, 1 mmol/liter L-leucine OMe induced a 50- to 75-fold increase in insulin release. A similar stimulatory effect was also observed in column-perifused RIN 5F cells...

Use of tobacco seed oil methyl ester in a turbocharged indirect injection diesel engine

International Nuclear Information System (INIS)

Usta, N.

2005-01-01

Vegetable oils and their methyl/ethyl esters are alternative renewable fuels for compression ignition engines. Different kinds of vegetable oils and their methyl/ethyl esters have been tested in diesel engines. However, tobacco seed oil and tobacco seed oil methyl ester have not been tested in diesel engines, yet. Tobacco seed oil is a non-edible vegetable oil and a by-product of tobacco leaves production. To the author's best knowledge, this is the first study on tobacco seed oil methyl ester as a fuel in diesel engines. In this study, potential tobacco seed production throughout the world, the oil extraction process from tobacco seed and the transesterification process for biodiesel production were examined. The produced tobacco seed oil methyl ester was characterized by exposing its major properties. The effects of tobacco seed oil methyl ester addition to diesel No. 2 on the performance and emissions of a four cycle, four cylinder turbocharged indirect injection (IDI) diesel engine were examined at both full and partial loads. Experimental results showed that tobacco seed oil methyl ester can be partially substituted for the diesel fuel at most operating conditions in terms of performance parameters and emissions without any engine modification and preheating of the blends. (Author)

Alternative fuel properties of tall oil fatty acid methyl ester-diesel fuel blends

Energy Technology Data Exchange (ETDEWEB)

Altiparmak, D.; Keskin, A.; Koca, A. [Gazi University, Ankara (Turkey). Technical Education Faculty; Guru, M. [Gazi University, Ankara (Turkey). Engineering and Architectural Faculty

2007-01-15

In this experimental work, tall oil methyl ester-diesel fuel blends as alternative fuels for diesel engines were studied. Tall oil methyl ester was produced by reacting tall oil fatty acids with methyl alcohol under optimum conditions. The blends of tall oil methyl ester-diesel fuel were tested in a direct injection diesel engine at full load conditions. The effects of the new fuel blends on the engine performance and exhaust emission were tested. It was observed that the engine torque and power output with tall oil methyl ester-diesel fuel blends increased up to 6.1% and 5.9%, respectively. It was also seen that CO emissions decreased to 38.9% and NO{sub x} emissions increased up to 30% with the new fuel blends. The smoke capacity did not vary significantly. (author)

Alternative fuel properties of tall oil fatty acid methyl ester-diesel fuel blends.

Science.gov (United States)

Altiparmak, Duran; Keskin, Ali; Koca, Atilla; Gürü, Metin

2007-01-01

In this experimental work, tall oil methyl ester-diesel fuel blends as alternative fuels for diesel engines were studied. Tall oil methyl ester was produced by reacting tall oil fatty acids with methyl alcohol under optimum conditions. The blends of tall oil methyl ester-diesel fuel were tested in a direct injection diesel engine at full load condition. The effects of the new fuel blends on the engine performance and exhaust emission were tested. It was observed that the engine torque and power output with tall oil methyl ester-diesel fuel blends increased up to 6.1% and 5.9%, respectively. It was also seen that CO emissions decreased to 38.9% and NO(x) emissions increased up to 30% with the new fuel blends. The smoke opacity did not vary significantly.

Complex formation of technetium with the methyl esters of MAG2 and MAG1

International Nuclear Information System (INIS)

Noll, B.; Noll, S.; Grosse, B.; Johannsen, B.; Spies, H.

1993-01-01

Mercaptoacetylglycine methyl ester (MAG 2 ester) and mercaptoacetyldiglycine methyl ester (MAG 1 ester) were included to investigate complex formation of SH/amide ligands with technetium. The studies are aimed at finding out how blocking the carboxylic groups influences the complexation reaction, with a view to finding an approach to new lipophilic species. (orig./BBR)

Synthesis and Analysis of Methacryloyl-L-Alanine Methyl Ester using fourier Transform Nuclear Magnetic Resonance

International Nuclear Information System (INIS)

Tri Darwinto

2008-01-01

Methacryloyl-L-alanine methyl ester was synthesized by reacting methacrylic acid with L-alanine methyl ester hydrochloride in triethylamine at temperature of 90 o C. Hydrogel polymer of poly(methacryloyl-L-alanine methyl ester) was much used for diagnosis and therapy of vascular tumor. The molecular structure methacryloyl-L-alanine methyl ester analyzed by fourier transform nuclear magnetic resonance (FT-NMR) for analyzing of carbon atom ( 13 C) using Distortionless Enhancement by Polarization Transfer (DEPT) measurement mode with coupling as well as without coupling from proton atom ( 1 H). Molecular structure analysis result showed that DEPT FT-NMR measurement mode with coupling as well as without coupling from 1 H was very fast, exact and accurate method for molecular analysis of organic compound especially methacryloyl-L-alanine methyl ester. (author)

Fatty acid methyl esters production: chemical process variables

Directory of Open Access Journals (Sweden)

Paulo César Narváez Rincón

2004-05-01

Full Text Available The advantages of fatty acid methyl esters as basic oleochemicals over fatty acids, the seventies world energy crisis and the use of those oleochemicals as fuels, have increased research interest on fats and oils trans-esterification. In this document, a review about basic aspects, uses, process variables and problems associated to the production process of fatty acid methyl esters is presented. A global view of recent researches, most of them focused in finding a new catalyst with same activity as the alcohol-soluble hydroxides (NaOH, KOH, and suitable to be used in transforming fats and oils with high levels of free fatty acids and water avoiding separation problems and reducing process costs, is also discussed.

Technical feasibility assessment of oleic sunflower methyl ester utilisation in Diesel bus engines

International Nuclear Information System (INIS)

Silva, Fernando Neto da; Prata, Antonio Salgado; Teixeira, Jorge Rocha

2003-01-01

This paper describes the results obtained while testing the technical feasibility of using oleic sunflower methyl ester (SME) blended with Diesel fuel in proportions up to 30% in an unmodified Diesel bus engine. Vegetable oils methyl esters blended with Diesel oil are commonly used in compression ignition engines. However, R and D background information on the practical use of traditional sunflower oil derivatives is sparse. The present results include evaluation of the engine performance and fuel consumption and gaseous concentrations (CO and NO x ) in the exhaust gas. The exhaust gas opacity while using Diesel/SME blends and Diesel fuel was also compared. The collected data show that oleic SME utilisation did not lead to a deterioration of engine performance or to an increase in fuel consumption. Furthermore, significant increases of NO x and CO concentrations in the exhaust gas derived from SME utilisation were not detected. The smoke opacity was slightly reduced when SME was used in the proportion of 30%. The experimental testing seems to indicate that oleic SME is a suitable replacement for Diesel fuel and can be used safely in compression ignition engines in proportions as high as 30%. (Author)

Technical feasibility assessment of oleic sunflower methyl ester utilisation in Diesel bus engines

International Nuclear Information System (INIS)

Neto da Silva, Fernando; Salgado Prata, Antonio; Rocha Teixeira, Jorge

2003-01-01

This paper describes the results obtained while testing the technical feasibility of using oleic sunflower methyl ester (SME) blended with Diesel fuel in proportions up to 30% in an unmodified Diesel bus engine. Vegetable oils methyl esters blended with Diesel oil are commonly used in compression ignition engines. However, R and D background information on the practical use of traditional sunflower oil derivatives is sparse. The present results include evaluation of the engine performance and fuel consumption and gaseous concentrations (CO and NO X ) in the exhaust gas. The exhaust gas opacity while using Diesel/SME blends and Diesel fuel was also compared. The collected data show that oleic SME utilisation did not lead to a deterioration of engine performance or to an increase in fuel consumption. Furthermore, significant increases of NO X and CO concentrations in the exhaust gas derived from SME utilisation were not detected. The smoke opacity was slightly reduced when SME was used in the proportion of 30%. The experimental testing seems to indicate that oleic SME is a suitable replacement for Diesel fuel and can be used safely in compression ignition engines in proportions as high as 30%

CFD simulation of fatty acid methyl ester production in bubble column reactor

Science.gov (United States)

Salleh, N. S. Mohd; Nasir, N. F.

2017-09-01

Non-catalytic transesterification is one of the method that was used to produce the fatty acid methyl ester (FAME) by blowing superheated methanol bubbles continuously into the vegetable oil without using any catalyst. This research aimed to simulate the production of FAME from palm oil in a bubble column reactor. Computational Fluid Dynamic (CFD) simulation was used to predict the distribution of fatty acid methyl ester and other product in the reactor. The fluid flow and component of concentration along the reaction time was investigated and the effects of reaction temperature (523 K and 563 K) on the non-catalytic transesterification process has been examined. The study was carried out using ANSYS CFX 17.1. The finding from the study shows that increasing the temperature leads to higher amount of fatty acid methyl ester can be produced in shorter time. On the other hand, concentration of the component such as triglyceride (TG), glycerol (GL) and fatty acid methyl ester (FAME) can be known when reaching the optimum condition.

Microalgal fatty acid methyl ester a new source of bioactive compounds with antimicrobial activity

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Arumugham Suresh

2014-09-01

Full Text Available Objective: To evaluate fatty acid composition and the antimicrobial activity of the major fraction of fatty acid methyl ester (FAME extracts from three microalgae collected from freshwater lakes in Theni District, Tamil Nadu, India. Methods: Antimicrobial study was carried out by well diffusion method against bacterial as well as fungal pathogens such as Escherichia coli, Staphylococcus aureus, Enterobacter sp., Klebsiella sp., Salmonella typhi, Fusarium sp., Cryptococcus sp., Candida sp., and Aspergillus niger and Aspergillus flavus. The FAME profiles were determined through gas chromatography with a flame ionization detector. Results: The FAME was found to be radial effective in inhibiting the radial growth of both bacterial and fungal pathogens. The FAME extracts exhibited the antibacterial activity against three clinical pathogens, namely, Escherichia coli, Salmonella typhi and Enterobacter sp. with the maximum zone of inhibition of 12.0 mm, 12.0 mm and 11.0 mm, respectively. The FAME showed moderate antifungal activity against Cryptococcus sp. (11.8 mm, Aspergillus niger (10.5 mm, Candida sp. (11.8 mm and Fusarium sp. (10.4 mm. Gas chromatography-flame ionization detector analysis revealed about 30 different FAMEs. Conclusions: We assume that the observed antimicrobial potency may be due to the abundance of erucic acid methyl ester (C22:0, arachidic acid methyl ester (C20:0, palmitic acid methyl ester (C16:0, cis-11-eicosenoicmethyl ester (C20:1, cis-11, 14-eicosadienoic acid methyl ester (C20:2 and linolenic acid methyl ester (C18:3 in FAMEs which appears to be promising to treat microbial diseases.

Synthetic studies with Pinus elliottiis rosin derivatives. Oxidation of maleopimaric anhydride methyl ester and trimethyl fumaropimarate

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Hess Sonia C.

2000-01-01

Full Text Available Ozonolysis of maleopimaric anhydride methyl ester in the presence of tetracyanoethylene led to an epoxide and an ozonide. Ozonolysis of the trimethyl fumaropimarate, followed by treatment with Me2S, led to an epoxide, a diene, a keto-acid and an allylic oxidation product. Some of the compounds obtained were active against Staphylococcus aureus, Bacillus subtilis and Micrococcus luteus.

A comparative estimation of C.I. engine fuelled with methyl esters of punnai, neem and waste cooking oil

Energy Technology Data Exchange (ETDEWEB)

Subramaniam, D.; Avinash, A. [Department of Mechanical Engineering - K.S.Rangasamy College of Technology –Tiruchengode, 637215 Tamil Nadu (India); Murugesan, A. [Department of Mechatronics Engineering - K.S.Rangasamy College of Technology – Tiruchengode, 637215 Tamil Nadu (India)

2013-07-01

In this experimental study, performance, emission, and combustion characteristics of methyl esters of Punnai, Neem, Waste Cooking Oil and their diesel blends in a C.I. engine was experimentally examined. For the study, Punnai oil methyl esters (POME), neem oil methyl esters (NOME), and Waste Cooking Oil Methyl Esters (WCOME) were prepared by tranesterification process. The Bio diesel-diesel blends were prepared by mixing 10%, 30%, 50%, and 70% of bio diesel with diesel. The effects of three methyl esters and their diesel blends on engine performance, combustion, and exhaust emissions were examined at different engine loads. Experimental results concluded that up to 30% of methyl esters did not affect the performance, combustion, and emissions characteristics. On the other hand, above B30 (30% Bio diesel with 70% diesel) a reduction in performance, combustion, and emission characteristics were clear from the study.

Lipid oxidation. Part 2. Oxidation products of olive oil methyl esters.

Science.gov (United States)

Pokorný, J; Tài, P; Parízková, H; Smidrkalová, E; El-Tarras, M F; Janícek, G

1976-01-01

Olive oil was converted into methyl esters which were autoxidized at 60 degrees C. The composition of oxidized products was determined by the comparison of infrared spectra and NMR spectra of the original and acetylated samples, the sample reduced with potassium iodide and the acetylated reduced sample. Oxidized products were separated by preparative thin layer chromatography on silica gel and characterized by selective detection and by infrared spectrometry of the fractions. The oxidation products consisted of hydroperoxido butyl oleate, substituted hydroperoxides, mono- and disubstituted monomeric derivatives and a small amount of oligomers.

Efficient and Scalable Synthesis of 4-Carboxy-Pennsylvania Green Methyl Ester: A Hydrophobic Building Block for Fluorescent Molecular Probes.

Science.gov (United States)

Woydziak, Zachary R; Fu, Liqiang; Peterson, Blake R

2014-01-01

Fluorinated fluorophores are valuable tools for studies of biological systems. However, amine-reactive single-isomer derivatives of these compounds are often very expensive. To provide an inexpensive alternative, we report a practical synthesis of 4-carboxy-Pennsylvania Green methyl ester. Derivatives of this hydrophobic fluorinated fluorophore, a hybrid of the dyes Oregon Green and Tokyo Green, are often cell permeable, enabling labeling of intracellular targets and components. Moreover, the low pKa of Pennsylvania Green (4.8) confers bright fluorescence in acidic cellular compartments such as endosomes, enhancing its utility for chemical biology investigations. To improve access to the key intermediate 2,7-difluoro-3,6-dihydroxyxanthen-9-one, we subjected bis-(2,4,5-trifluorophenyl)methanone to iterative nucleophilic aromatic substitution by hydroxide on scales of > 40 g. This intermediate was used to prepare over 15 grams of pure 4-carboxy-Pennsylvania Green methyl ester in 28% overall yield without requiring chromatography. This compound can be converted into the amine reactive N -hydroxysuccinimidyl ester in essentially quantitative yield for the synthesis of a wide variety of fluorescent molecular probes.

Combustion of Pure, Hydrolyzed and Methyl Ester Formed of Jatropha Curcas Lin oil

Directory of Open Access Journals (Sweden)

Muhaji Muhaji

2015-10-01

Full Text Available The density and viscosity of vegetable oil are higher than that of diesel oil. Thus its direct combustion in the diesel engine results many problems. This research was conducted to investigate the flame characteristics of combustion of jatropha curcas lin in pure, hydrolyzed and methyl ester form. The results indicated that the combustion of pure jatropha curcas lin occurs in three stages, hydrolyzed in two stages    and methyl ester in one stage. For pure jatropha curcas lin, in the first stage, unsaturated fatty acid burned for  0.265 s.  It is followed by saturated fatty acid, burned for 0.389 s in the second stage. And, in the last stage is the burned of glycerol for 0.560 s. Meanwhile for hydrolyzed one, in the first stage, unsaturated fatty acid burned for 0.736 s, followed by saturated fatty acid, burned  for 0.326 s in the second stage. And the last, for methyl ester is the burned for 0.712 s. The highest burning rate was for methyl ester which was 0.003931cc/s. The energy releasing rate of methyl ester, which was for 13,628.67 kcal/(kg.s resembled that of diesel oil the most, while the lowest rate was for pure jatropha curcas lin which was 8,200.94 kcal/(kg.s. In addition, massive explosion occurred in the fuel containing unsaturated fatty acid and glycerol

Study on the spray characteristics of methyl esters from waste cooking oil at elevated temperature

Energy Technology Data Exchange (ETDEWEB)

Lin, Yung-Sung [Department of Mechanical and Automation Engineering, Da-Yeh University, 168 University Road, Dacun, Changhua 51591 (China); Department of Mechanical Engineering, Hsiuping Institute of Technology, No.11, Gongye Rd., Dali City, Taichung County 412-80 (China); Lin, Hai-Ping [Department of Mechanical and Automation Engineering, Da-Yeh University, 168 University Road, Dacun, Changhua 51591 (China)

2010-09-15

In Taiwan, millions of tons of waste cooking oil are produced each year, and less than 20% of it, about 150,000 ton/a, is reclaimed and reused. Most waste oil is flushed down the drain. Utilizing waste cooking oil to make biodiesel not only reduces engine exhaust gas pollution, but also replaces food-derived fuels, and reduces ecologic river pollution. This study employed two-stage transesterification to lower the high viscosity of waste oil, utilized emulsion to reduce the methyl ester NOx pollution, and used methanol to enhance the stability and viscosity of emulsified fuel. To further analyze spray characteristics of fuels, this experiment built a constant volume bomb under high temperature, used high speed photography to analyze spray tip penetration, spray angle, and the Sauter mean diameter (SMD) of fuel droplets, and compared the results with fossil diesel. The experimental results suggested that, two-stage transesterification can significantly lower waste oil viscosity to that which is close to fossil diesel viscosity. At a temperature above 300 C, waste cooking oil methyl esters had a water content of 20%, spray droplet characteristics were significantly improved, and NOx emission dropped significantly. The optimal fuel ratio suggested in this experiment was waste cooking oil methyl ester 74.5%, methanol 5%, water 20%, and composite surfactant Span-Tween 0.5%. (author)

Density of Jatropha curcas Seed Oil and its Methyl Esters: Measurement and Estimations

Science.gov (United States)

Veny, Harumi; Baroutian, Saeid; Aroua, Mohamed Kheireddine; Hasan, Masitah; Raman, Abdul Aziz; Sulaiman, Nik Meriam Nik

2009-04-01

Density data as a function of temperature have been measured for Jatropha curcas seed oil, as well as biodiesel jatropha methyl esters at temperatures from above their melting points to 90 ° C. The data obtained were used to validate the method proposed by Spencer and Danner using a modified Rackett equation. The experimental and estimated density values using the modified Rackett equation gave almost identical values with average absolute percent deviations less than 0.03% for the jatropha oil and 0.04% for the jatropha methyl esters. The Janarthanan empirical equation was also employed to predict jatropha biodiesel densities. This equation performed equally well with average absolute percent deviations within 0.05%. Two simple linear equations for densities of jatropha oil and its methyl esters are also proposed in this study.

Thermal Decomposition of Potential Ester Biofuels. Part I: Methyl Acetate and Methyl Butanoate

Energy Technology Data Exchange (ETDEWEB)

Porterfield, Jessica P.; Bross, David H.; Ruscic, Branko; Thorpe, James H.; Nguyen, Thanh Lam; Baraban, Joshua H.; Stanton, John F.; Daily, John W.; Ellison, G. Barney

2017-06-09

Two methyl esters have been examined as models for the pyrolysis of biofuels. Dilute samples (0.06 - 0.13%) of methyl acetate (CH₃COOCH₃) and methyl butanoate (CH₃CH₂CH₂COOCH₃) were entrained in (He, Ar) carrier gas and decomposed in a set of flash-pyrolysis micro-reactors. The pyrolysis products resulting from the methyl esters were detected and identified by vacuum ultraviolet photoionization mass spectrometry. Complementary product identification was provided by matrix infrared absorption spectroscopy. Pyrolysis pressures in the pulsed micro-reactor were roughly 20 Torr and residence times through the reactors were approximately 25 - 150 µs. Reactor temperatures of 300 – 1600 K were explored. Decomposition of CH₃COOCH₃ commences at 1000 K and the initial products are (CH₂=C=O and CH₃OH). As the micro-reactor is heated to 1300 K, a mixture of (CH₂=C=O and CH₃OH, CH₃, CH₂=O, H, CO, CO₂) appears. The thermal cracking of CH₃CH₂CH₂COOCH₃ begins at 800 K with the formation of (CH₃CH₂CH=C=O, CH₃OH). By 1300 K, the pyrolysis of methyl butanoate yields a complex mixture of (CH₃CH₂CH=C=O, CH₃OH, CH₃, CH₂=O, CO, CO₂, CH₃CH=CH₂, CH₂CHCH₂, CH₂=C=CH₂, HCCCH₂, CH₂=C=C=O, CH₂=CH₂, HCΞCH, CH₂=C=O). Based on the results from the thermal cracking of methyl acetate and methyl butanoate, we predict several important decomposition channels for the pyrolysis of fatty acid methyl esters, R CH₂-COOCH₃. The lowest energy fragmentation will be a 4-center elimination of methanol to form the ketene, RCH=C=O. At higher temperatures, concerted

Diorganotin(IV) Complexes with Methionine Methyl Ester. Equilibria ...

African Journals Online (AJOL)

IV) (DBT) and diphenyltin(IV) (DPT) was investigated at 25 °C and 0.1 mol dm–3 ionic strength in water for dimethyltin(IV) and in 50 % dioxane–water mixture for dibutyltin(IV) and diphenyltin(IV). Methionine methyl ester forms1:1 and 1:2 ...

A simple and sensitive fluorescent sensor for methyl parathion based on L-tyrosine methyl ester functionalized carbon dots.

Science.gov (United States)

Hou, Juying; Dong, Jing; Zhu, Haishuang; Teng, Xue; Ai, Shiyun; Mang, Minglin

2015-06-15

In this paper, a simple and sensitive fluorescent sensor for methyl parathion is developed based on L-tyrosine methyl ester functionalized carbon dots (Tyr-CDs) and tyrosinase system. The carbon dots are obtained by simple hydrothermal reaction using citric acid as carbon resource and L-tyrosine methyl ester as modification reagent. The carbon dots are characterized by transmission electron microscope, high resolution transmission electron microscopy, X-ray diffraction spectrum, Fourier transform infrared spectroscopy, and X-ray photoelectron spectroscopy. The carbon dots show strong and stable photoluminescence with a quantum yield of 3.8%. Tyrosinase can catalyze the oxidation of tyrosine methyl ester on the surface of carbon dots to corresponding quinone products, which can quench the fluorescence of carbon dots. When organophosphorus pesticides (OPs) are introduced in system, they can decrease the enzyme activity, thus decrease the fluorescence quenching rate. Methyl parathion, as a model of OPs, was detected. Experimental results show that the enzyme inhibition rate is proportional to the logarithm of the methyl parathion concentration in the range 1.0×10(-10)-1.0×10(-4) M with the detection limit (S/N=3) of 4.8×10(-11) M. This determination method shows a low detection limit, wide linear range, good selectivity and high reproducibility. This sensing system has been successfully used for the analysis of cabbage, milk and fruit juice samples. Copyright © 2014 Elsevier B.V. All rights reserved.

Determination of 4-Chloroindole-3-Acetic Acid Methyl Ester in Lathyrus Vicia and Pisum by Gas Chromatography - Mass Spectrometry

DEFF Research Database (Denmark)

Engvild, Kjeld Christensen; Egsgaard, Helge; Larsen, Elfinn

1980-01-01

4-Chloroindole-3-acetic acid methyl ester was identified unequivocally in Lathyrus latifolius L., Vicia faba L. and Pisum sativum L. by thin layer chromatography, gas chromatography and mass spectrometry. The gas chromatographic system was able to separate underivatized chloroindole-3-acetic acid...... methyl ester isomers. The quantitative determination of 4-chloroindole-3-acetic acid methyl ester in immature seeds of these three species was performed by gas chromatography – mass spectrometry using deuterium labelled 4-chloro-indole-3-acetic acid methyl ester as an internal standard. P. sativum...

21 CFR 172.225 - Methyl and ethyl esters of fatty acids produced from edible fats and oils.

Science.gov (United States)

2010-04-01

... from edible fats and oils. 172.225 Section 172.225 Food and Drugs FOOD AND DRUG ADMINISTRATION... Methyl and ethyl esters of fatty acids produced from edible fats and oils. Methyl esters and ethyl esters of fatty acids produced from edible fats and oils may be safely used in food, subject to the...

Efficient 'One Pot' Nitro Reduction-Protection of γ-Nitro Aliphatic Methyl Esters

OpenAIRE

Díaz-Coutiño, Francisco D.; Escalante, Jaime

2009-01-01

A simple and efficient protocol has been developed for the direct conversion of γ-nitro aliphatic methyl esters to N-(tert-butoxycarbonyl)amine methyl esters using NH4+HCO2- and Pd/C in the presence of (Boc)2O. There was a significant decrease in the reaction time under these conditions, increased yields and the purity of the products using this 'one pot' procedure. Un protocolo simple y eficiente de síntesis ha sido desarrollado para la conversión directa de metil ésteres de γ-nitro alifá...

Rheological behavior, chemical and physical characterization of soybean and cottonseed methyl esters submitted to thermal oxidation process

Energy Technology Data Exchange (ETDEWEB)

Silva, Adriano Sant' ana; Silva, Flavio Luiz Honorato da; Lima, Ezenildo Emanuel de; Carvalho, Maria Wilma N.C. [Universidade Federal de Campina Grande (CCT/UFCG), PB (Brazil). Centro de Ciencia e Tecnologia; Dantas, Hemeval Jales; Farias, Paulo de Almeida [Universidade Federal de Campina Grande (CTRN/UFCG), PB (Brazil). Centro de Tecnologia e Recursos Naturais

2008-07-01

In this study the effect of antioxidant terc-butylhydroxyanisol (BHA) on the oxidative stability of soybean and cottonseed methyl esters subjected to thermal degradation at 100 deg C was studied. Soybean and cottonseed methyl esters specific mass, dynamic viscosity and rheological behavior were evaluated. According to results, antioxidant degraded samples specific mass and dynamic viscosity did not showed alterations, remaining statistically equal. Soybean and cottonseed methyl esters showed a Newtonian rheological behavior and degraded samples without adding BHA showed rheological behavior alterations. (author)

Potentiation of insulin release in response to amino acid methyl esters correlates to activation of islet glutamate dehydrogenase activity

DEFF Research Database (Denmark)

Kofod, Hans; Lernmark, A; Hedeskov, C J

1986-01-01

Column perifusion of mouse pancreatic islets was used to study the ability of amino acids and their methyl esters to influence insulin release and activate islet glutamate dehydrogenase activity. In the absence of L-glutamine, L-serine and the methyl ester of L-phenylalanine, but neither L...... glutamate dehydrogenase activity showed that only the two methyl esters of L-phenylalanine and L-serine activated the enzyme. It is concluded that the mechanism by which methyl esters of amino acids potentiate insulin release is most likely to be mediated by the activation of pancreatic beta-cell glutamate...

Emissions from diesel engines using fatty acid methyl esters from different vegetable oils as blends and pure fuel

International Nuclear Information System (INIS)

Schröder, O; Munack, A; Schaak, J; Pabst, C; Schmidt, L; Bünger, J; Krahl, J

2012-01-01

Biodiesel is used as a neat fuel as well as in blends with mineral diesel fuel. Because of the limited availability of fossil resources, an increase of biogenic compounds in fuels is desired. To achieve this goal, next to rapeseed oil, other sustainably produced vegetable oils can be used as raw materials. These raw materials influence the fuel properties as well as the emissions. To investigate the environmental impact of the exhaust gas, it is necessary to determine regulated and non-regulated exhaust gas components. In detail, emissions of aldehydes and polycyclic aromatic hydrocarbons (PAH), as well as mutagenicity in the Ames test are of special interest. In this paper emission measurements on a Euro III engine OM 906 of Mercedes-Benz are presented. As fuel vegetable oil methyl esters from various sources and reference diesel fuel were used as well as blends of the vegetable oil methyl esters with diesel fuel. PAH were sampled according to VDI Guideline 3872. The sampling procedure of carbonyls was accomplished using DNPH cartridges coupled with potassium iodide cartridges. The carbon monoxide and hydrocarbon emissions of the tested methyl esters show advantages over DF. The particle mass emissions of methyl esters were likewise lower than those of DF, only linseed oil methyl ester showed higher particle mass emissions. A disadvantage is the use of biodiesel with respect to emissions of nitrogen oxides. They increased depending on the type of methyl ester by 10% to 30%. Emissions of polycyclic aromatic hydrocarbons (PAHs) and the results of mutagenicity tests correlate with those of the PM measurements, at which for palm oil methyl ester next to coconut oil methyl ester the lowest emissions were detected. From these results one can formulate a clear link between the iodine number of the ester and the emission behaviour. For blends of biodiesel and diesel fuel, emissions changed linearly with the proportion of biodiesel. However, especially in the non

An evidence of C16 fatty acid methyl esters extracted from microalga for effective antimicrobial and antioxidant property.

Science.gov (United States)

Davoodbasha, MubarakAli; Edachery, Baldev; Nooruddin, Thajuddin; Lee, Sang-Yul; Kim, Jung-Wan

2018-02-01

Fatty acid methyl esters (FAME) derived from lipids of microalgae is known to have wide bio-functional materials including antimicrobials. FAME is an ideal super-curator and superior anti-pathogenic. The present study evaluated the efficiency of FAME extracted from microalgae Scenedesmus intermedius as an antimicrobial agent against Gram positive (Staphylococcus aureus, Streptococcus mutans, and Bacillus cereus) Gram negative (Escherichia coli and Pseudomonas aeruginosa) bacteria and Fungi (Aspergillus parasiticus and Candida albicans). The minimal inhibitory concentration (MIC) for the gram negative bacteria was determined as 12-24 μg mL -1 , whereas MIC for gram positive bacteria was 24-48 μg mL -1 . MIC for the fungi was as high as 60-192 μg mL -1 . The FAME profiles determined by gas chromatography showed 18 methyl esters. Among them, pharmacologically active FAME such as palmitic acid methyl ester (C16:0) was detected at high percentage (23.08%), which accounted for the bioactivity. FAME obtained in this study exhibited a strong antimicrobial activity at the lowest MIC than those of recent reports. This result clearly indicated that FAME of S. intermedius has a strong antimicrobial and antioxidant property and that could be used as an effective resource against microbial diseases. Copyright © 2017. Published by Elsevier Ltd.

Gas chromatography-vacuum ultraviolet spectroscopy for analysis of fatty acid methyl esters.

Science.gov (United States)

Fan, Hui; Smuts, Jonathan; Bai, Ling; Walsh, Phillip; Armstrong, Daniel W; Schug, Kevin A

2016-03-01

A new vacuum ultraviolet (VUV) detector for gas chromatography was recently developed and applied to fatty acid methyl ester (FAME) analysis. VUV detection features full spectral acquisition in a wavelength range of 115-240nm, where virtually all chemical species absorb. VUV absorption spectra of 37 FAMEs, including saturated, monounsaturated, and polyunsaturated types were recorded. Unsaturated FAMEs show significantly different gas phase absorption profiles than saturated ones, and these classes can be easily distinguished with the VUV detector. Another advantage includes differentiating cis/trans-isomeric FAMEs (e.g. oleic acid methyl ester and linoleic acid methyl ester isomers) and the ability to use VUV data analysis software for deconvolution of co-eluting signals. As a universal detector, VUV also provides high specificity, sensitivity, and a fast data acquisition rate, making it a powerful tool for fatty acid screening when combined with gas chromatography. The fatty acid profile of several food oil samples (olive, canola, vegetable, corn, sunflower and peanut oils) were analyzed in this study to demonstrate applicability to real world samples. Copyright © 2015 Elsevier Ltd. All rights reserved.

Melon oil methyl ester: an environmentally friendly fuel

Directory of Open Access Journals (Sweden)

S.K. Fasogbon

2015-06-01

Full Text Available Demand for energy is growing across the globe due to the direct relationship between the well-being and prosperity of people and energy usage. However, meeting this growing energy demand in a safe and environmentally friendly manner is a key challenge. To this end, methyl esters (biodiesels have been and are being widely investigated as alternatives to fossil fuels in compression ignition engines. In this study, melon (Colocynthis Citrullus Lanatus oil was used to synthesize biodiesel (methyl ester using the transesterification method in the presence of a sodium hydroxide promoter. The emissions profile of the biodiesel was investigated by setting up a single-cylinder four-stroke air-cooled CI engine connected to a TD115-hydraulic dynamometer and an Eclipse Flue Gas Analyzer (FGA with model number EGA4 flue gas analyzer. The engine was run at engine speeds of 675, 1200 and 1900rpm for biodiesel/diesel blends at 21°C on a volume basis of 0/100(B0, 10/90(B10, 20/80(B20, 30/70(B30, 40/60(B40 and 50/50(B50. The test showed a downward trend in the emissions profile of the biodiesel, with remarkable reductions of about 55% in the dangerous-carbon monoxide exhaust gas pollutant and 33.3% in the unfriendly SOX from 100% diesel to B30-biodiesel concentration. Increasing the speed from 675 to 1200 and then to 1900 rpm also afforded further reductions in CO and SOX exhaust emissions. NOX however increased marginally by 2.1% from the same 100% diesel to the B30-biodiesel composition. Based on the remarkable reduction in CO and SOX and the marginal increase in NOX as the concentration of the biodiesel increased in the blends, the study concludes that melon oil methyl ester is an environmentally friendly fuel.

Synthesis of [11C]-labelled methyl esters: transesterification of enol esters versus BF3 etherate catalysed esterification - a comparative study

International Nuclear Information System (INIS)

Ackermann, U.; Falzon, C.; Issa, W.; Tochon-Danguy, H.J.; Sachinidis, J.I.; Blanc, P.; White, J.; Scott, A.M.

2005-01-01

An important issue in Positron Emission Tomography (PET) is the development of labelling techniques to incorporate positron emitting radionuclides into biologically active compounds. When labelling with 11C, the short 20 minutes half-life of the radionuclide significantly limits the number of synthetic protocols available to the radiochemist. C-l synthons such as [HCJ-methyl iodide (1) or methyl triflate (2) are readily available and are frequently used as alkylating agents for the preparation of radiopharmaceuticals. However, the use of these alkylating agents often makes it necessary to introduce protecting groups in order to prevent labelling at unwanted sites on the molecule. Since the removal of protecting groups is a time-consuming process, a more direct synthesis strategy is desirable. This has prompted us to investigate the esterification of carboxylic acids using [1 lC]-mcthanol and BF3 etherate as Lewis acid catalyst. Our results have demonstrated that the reaction conditions necessary to promote the esterification can cleave functional groups such as ethers. We have therefore shifted our attention towards the irreversible transesterification of enol esters using [HCl-methanol and a tin catalyst as an alternative strategy to [HC]-methyl ester formation. We have prepared a series of 5 aromatic ethoxy vinyl esters bearing various functional groups. The transesterification (radiolabelling) was carried out in DMSO at 150 Degrees C for 7 minutes in the presence of [HQMeOH and 1.3-dichlo-rotetrabutyldistannoxane as catalyst. We have found that the transesterification of enol esters is a mild and efficient labelling method for the formation of [HCl-methyl esters. The reaction proceeds smoothly and leaves functional groups intact. It requires only one synthesis step compared to two steps for the conventional method, and gives a radiochemical yields of 25%

Matrix isolation FT-IR spectroscopy and molecular orbital study of sarcosine methyl ester

OpenAIRE

Gómez-Zavaglia, Andrea; Fausto, R.

2004-01-01

N-methylglycine methyl ester (sarcosine-Me) has been studied by matrix isolation FT-IR spectroscopy and molecular orbital calculations undertaken at the DFT/B3LYP and MP2 levels of theory with the 6-311++G(d,p) and 6-31++G(d,p) basis set, respectively. Twelve different conformers were located in the potential energy surface of the studied compound, with the ASC conformer being the ground conformational state. This form is analogous to the dimethylglycine methyl ester most stable conformer and...

Microwave-assisted pyrolysis of methyl ricinoleate for continuous production of undecylenic acid methyl ester (UAME).

Science.gov (United States)

Nie, Yong; Duan, Ying; Gong, Ruchao; Yu, Shangzhi; Lu, Meizhen; Yu, Fengwen; Ji, Jianbing

2015-06-01

Undecylenic acid methyl ester (UAME) was continuously produced from methyl ricinoleate using a microwave-assisted pyrolysis system with atomization feeding. The UAME yield of 77 wt.% was obtained at 500°C using SiC as the microwave absorbent and heating medium. The methyl ricinoleate conversion and UAME yield from microwave-assisted pyrolysis process were higher than those from conventional pyrolysis. The effect of temperature on the pyrolysis process was also investigated. The methyl ricinoleate conversion increased but the cracking liquid yield decreased when the temperature increased from 460°C to 560°C. The maximum UAME yield was obtained at the temperature of 500°C. Copyright © 2015 Elsevier Ltd. All rights reserved.

Characterization of methyl ester compound of biodiesel from industrial liquid waste of crude palm oil processing

Directory of Open Access Journals (Sweden)

Maulidiyah

2017-06-01

Full Text Available The second generation of Bioenergy: a study of CPO liquid waste-based biodiesel production technology has been conducted. The aims of this study were to obtain biodiesel from Industrial liquid waste of CPO processing and to identify the kind of methyl-ester compound of the biodiesel. The production of biodiesel was applied in two steps of reactions; esterification reaction using H2SO4 and transesterification using CaO catalyst at 60 °C for 2 h. GC-MS analysis result showed that methyl ester from liquid waste of CPO contains methyl hexadecanoate 12.87%, methyl 9-octadecanoate 19.98%, methyl octadecanoate 5.71%, and methyl 8,11-octadecadienoate 10.22%.

Simultaneous determination of oxalic, citric, nitrilotriacetic and ethylenediamenetetraacetic acids by gas liquid chromatography of their methyl esters

International Nuclear Information System (INIS)

Eskell, C.J.; Pick, M.E.

1980-04-01

A procedure for simultaneous determination of ethylenediaminetetraacetic acid (EDTA), nitrilotriacetic acid (NTA), citric acid and oxalic acid by gas liquid chromatography is described. The involatile acids are first concerted to their volatile methyl ester derivatives by reaction with boron trifluoride in methanol. Transition metal ions (Fe 3+ , Cr 3+ and Ni 2+ ) which will be present in decontamination liquors from nuclear reactors, and form strong chelates with the acids, have been shown to cause no interference to the esterification reaction. The esters were separated by temperature programming on a 3.5 metre capillary column packed with 3% OV1 on Diatomite CQ and were detected by flame ionisation. (author)

Coriander seed oil methyl esters as biodiesel fuel: Unique fatty acid composition and excellent oxidative stability

International Nuclear Information System (INIS)

Moser, Bryan R.; Vaughn, Steven F.

2010-01-01

Coriander (Coriandrum sativum L.) seed oil methyl esters were prepared and evaluated as an alternative biodiesel fuel and contained an unusual fatty acid hitherto unreported as the principle component in biodiesel fuels: petroselinic (6Z-octadecenoic; 68.5 wt%) acid. Most of the remaining fatty acid profile consisted of common 18 carbon constituents such as linoleic (9Z,12Z-octadeca-dienoic; 13.0 wt%), oleic (9Z-octadecenoic; 7.6 wt%) and stearic (octadecanoic; 3.1 wt%) acids. A standard transesterification procedure with methanol and sodium methoxide catalyst was used to provide C. sativum oil methyl esters (CSME). Acid-catalyzed pretreatment was necessary beforehand to reduce the acid value of the oil from 2.66 to 0.47 mg g -1 . The derived cetane number, kinematic viscosity, and oxidative stability (Rancimat method) of CSME was 53.3, 4.21 mm 2 s -1 (40 o C), and 14.6 h (110 o C). The cold filter plugging and pour points were -15 o C and -19 o C, respectively. Other properties such as acid value, free and total glycerol content, iodine value, as well as sulfur and phosphorous contents were acceptable according to the biodiesel standards ASTM D6751 and EN 14214. Also reported are lubricity, heat of combustion, and Gardner color, along with a comparison of CSME to soybean oil methyl esters (SME). CSME exhibited higher oxidative stability, superior low temperature properties, and lower iodine value than SME. In summary, CSME has excellent fuel properties as a result of its unique fatty acid composition.

Potential Grape-Derived Contributions to Volatile Ester Concentrations in Wine

OpenAIRE

Boss, Paul; Pearce, Anthony; Zhao, Yanjia; Nicholson, Emily; Dennis, Eric; Jeffery, David

2015-01-01

Grape composition affects wine flavour and aroma not only through varietal compounds, but also by influencing the production of volatile compounds by yeast. C9 and C12 compounds that potentially influence ethyl ester synthesis during fermentation were studied using a model grape juice medium. It was shown that the addition of free fatty acids, their methyl esters or acyl-carnitine and acyl-amino acid conjugates can increase ethyl ester production in fermentations. The stimulation of ethyl est...

Methyl and ethyl soybean esters production

Energy Technology Data Exchange (ETDEWEB)

Pighinelli, Anna Leticia Montenegro Turtelli; Park, Kil Jin; Zorzeto, Thais Queiroz [Universidade Estadual de Campinas (FEAGRI/UNICAMP), SP (Brazil). Fac. de Engenharia Agricola], E-mail: annalets@feagri.unicamp.br; Bevilaqua, Gabriela [Universidade Estadual de Campinas (IQ/UNICAMP), SP (Brazil). Inst. de Quimica

2008-07-01

Biodiesel is a fuel obtained from triglycerides found in nature, like vegetable oils and animal fats. Nowadays it has been the subject of many researches impulses by the creation of the Brazilian law that determined the blend of 2% of biodiesel with petrodiesel. Basically, there are no limitations on the oilseed type for chemical reaction, but due to high cost of this major feedstock, it is important to use the grain that is available in the region of production. Soybean is the oilseed mostly produced in Brazil and its oil is the only one that is available in enough quantity to supply the current biodiesel demand. The objective of this work was to study the effects of reaction time and temperature on soybean oil transesterification reaction with ethanol and methanol. A central composite experimental design with five variation levels was used and response surface methodology applied for the data analysis. The statistical analysis of the results showed that none of the factors affected the ethyl esters production. However, the methyl esters production suffered the influence of temperature (linear effect), reaction time (linear and quadratic) and interaction of these two variables. None of the generated models showed significant regression consequently it was not possible to build the response surface. The experiments demonstrated that methanol is the best alcohol for transesterification reactions and the ester yield was up to 85%. (author)

Adsorption and wettability study of methyl ester sulphonate on precipitated asphaltene

International Nuclear Information System (INIS)

Okafor, H E; Gholami, R; Sukirman, Y

2016-01-01

Asphaltene precipitation from crude oil and its subsequent aggregation forms solid, which preferentially deposit on rock surfaces causing formation damage and wettability changes leading to loss of crude oil production. To resolve this problem, asphaltene inhibitor has been injected into the formation to prevent the precipitation of asphaltene. Asphaltene inhibitors that are usually employed are generally toxic and non-biodegradable. This paper presents a new environmentally friendly asphaltene inhibitor (methyl ester sulphonate), an anionic surfactant, which has excellent sorption on formation rock surfaces. Result from adsorption study validated by Langmuir and Freundlich models indicate a favourable adsorption. At low volumes injected, methyl ester sulphonate is capable of reverting oil-wet sandstone surface to water-wet surface. Biodegradability test profile shows that for concentrations of 100-5000ppm it is biodegradable by 65-80%. (paper)

Synthesis and Characterization of Fatty Acid Methyl Ester by In-Situ Transesterification in Capparis Deciduas Seed

Directory of Open Access Journals (Sweden)

Prasad E FUNDE

2008-12-01

Full Text Available (FAME Fatty acid methyl ester is made virgin or used vegetable oils (both edible and non-edible and animal fats. Fatty acid methyl ester operates in compression ignition engines like petro-diesel. Fatty acid methyl ester can be blended in any ratio with petroleum diesel fuels. It can be stored just like the petroleum diesel fuel. Petrodiesel can be replaced by biodiesel due to its superiority. It has various advantages. The seeds of Capparis deciduas are found to contain non-edible oil in the range of about 63.75 %. The percentage of biodiesel yield increases with concentration of KOH as a catalyst. The aim of this article is to demonstrate the cost effective new source of energy by single step reaction i.e. production of oil by combining extraction and reaction of extract with the mixture of alcohols. In this article the effect of catalyst concentration, time, water content and temperature on in-situ transesterification is studied to obtain optimum yield and Fatty acid methyl ester (Biodiesel Fuel characterization tests show the striking similarity of various physical & chemical properties and campers to ASTM standards.

Influence of Fatty Acid Methyl Esters on Fuel properties of Biodiesel ...

African Journals Online (AJOL)

Influence of Fatty Acid Methyl Esters on Fuel properties of Biodiesel Produced from the. Seeds Oil of Curcubita ... Gas chromatograph coupled with mass spectrophotometer (GC-MS). The results indicate ..... Chemical and physical properties of ...

The occurrence of 2-hydroxy-6-methoxybenzoic acid methyl ester in Securidaca longepedunculata Fresen root bark

Directory of Open Access Journals (Sweden)

Lognay G.

2000-01-01

Full Text Available As part of our ongoing search for natural fumigants from Senegalese plants, we have investigated Securicicidaca longepedunculata root barks and demonstrated that 2-hydroxy-benzoic acid methyl ester (methyl salicylate, I is responsible of their biocide effect against stored grain insects. A second unknown apparented product, II has been systematically observed in all analyzed samples. The present paper describes the identification of this molecule. The analytical investigations including GCMS, GLC and 1H-NMR. spectrometry led to the conclusion that II corresponds to the 2-hydroxy-6-methoxybenzoic acid methyl ester.

Zeolite/magnetite composites as catalysts on the Synthesis of Methyl Esters (MES) from cooking oil

Science.gov (United States)

Sriatun; Darmawan, Adi; Sriyanti; Cahyani, Wuri; Widyandari, Hendri

2018-05-01

The using of zeolite/magnetite composite as a catalyst for the synthesis of methyl esters (MES) of cooking oil has been performed. In this study the natural magnetite was extracted from the iron sand of Semarang marina beach and milled by high energy Milling (HEM) with ball: magnetite ratio: 1:1. The composites prepared from natural zeolite and natural magnetite with zeolite: magnetite ratio 1:1; 2:1; 3:1 and 4:1. Preparation of methyl ester was catalyzed by composite of zeolite/magnetite through transeserification reaction, it was studied on variation of catalyst concentration (w/v) 1%, 3%, 5% and 10% to feed volume. The reaction product are mixture of methyl Oleic (MES), methyl Palmitic (MES) and methyl Stearic (MES). Character product of this research include density, viscosity, acid number and iodine number has fulfilled to SNI standard 7182: 2015.

4-[(2-Hydroxy-4-pentadecyl-benzylidene-amino]-benzoic Acid Methyl Ester

Directory of Open Access Journals (Sweden)

Gadada Naganagowda

2013-11-01

Full Text Available A new Schiff base, 4-[(2-hydroxy-4-pentadecyl-benzylidene-amino]-benzoic acid methyl ester was synthesized and its UV, IR, 1H-NMR, 13C-NMR and ESI-MS spectroscopic data are presented.

Fatty Acid Methyl Esters and Solutol HS 15 Confer Neuroprotection After Focal and Global Cerebral Ischemia

OpenAIRE

Lin, Hung Wen; Saul, Isabel; Gresia, Victoria L.; Neumann, Jake T.; Dave, Kunjan R.; Perez-Pinzon, Miguel A.

2013-01-01

We previously showed that palmitic methyl ester (PAME) and stearic acid methyl ester (SAME) are simultaneously released from the sympathetic ganglion and PAME possesses potent vasodilatory properties which may be important in cerebral ischemia. Since PAME is a potent vasodilator simultaneously released with SAME, our hypothesis was that PAME/SAME confers neuroprotection in rat models of focal/global cerebral ischemia. We also examined the neuroprotective properties of Soluto...

Naturally Occurring Cinnamic Acid Sugar Ester Derivatives

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Yuxin Tian

2016-10-01

Full Text Available Cinnamic acid sugar ester derivatives (CASEDs are a class of natural product with one or several phenylacrylic moieties linked with the non-anomeric carbon of a glycosyl skeleton part through ester bonds. Their notable anti-depressant and brains protective activities have made them a topic of great interest over the past several decades. In particular the compound 3′,6-disinapoylsucrose, the index component of Yuanzhi (a well-known Traditional Chinese Medicine or TCM, presents antidepressant effects at a molecular level, and has become a hotspot of research on new lead drug compounds. Several other similar cinnamic acid sugar ester derivatives are reported in traditional medicine as compounds to calm the nerves and display anti-depression and neuroprotective activity. Interestingly, more than one third of CASEDs are distributed in the family Polygalaceae. This overview discusses the isolation of cinnamic acid sugar ester derivatives from plants, together with a systematic discussion of their distribution, chemical structures and properties and pharmacological activities, with the hope of providing references for natural product researchers and draw attention to these interesting compounds.

Thermal Properties of Methyl Ester-Containing Poly(2-oxazolines

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Petra J. M. Bouten

2015-10-01

Full Text Available This paper describes the synthesis and thermal properties in solution and bulk of poly(2-alkyl-oxazolines (PAOx containing a methyl ester side chain. Homopolymers of 2-methoxycarbonylethyl-2-oxazoline (MestOx and 2-methoxycarbonylpropyl-2-oxazoline (C3MestOx, as well as copolymers with 2-ethyl-2-oxazoline (EtOx and 2-n-propyl-2-oxazoline (nPropOx, with systematic variations in composition were prepared. The investigation of the solution properties of these polymers revealed that the cloud point temperatures (TCPs could be tuned in between 24 °C and 108 °C by variation of the PAOx composition. To the best of our knowledge, the TCPs of PMestOx and PC3MestOx are reported for the first time and they closely resemble the TCPs of PEtOx and PnPropOx, respectively, indicating similar hydrophilicity of the methyl ester and alkyl side chains. Furthermore, the thermal transitions and thermal stability of these polymers were investigated by DSC and TGA measurements, respectively, revealing amorphous polymers with glass transition temperatures between -1 °C and 54 °C that are thermally stable up to >300 °C.

Experimental studies on natural aspirated diesel engine fuelled with corn seed oil methyl ester as a bio-diesel.

Science.gov (United States)

Rama Krishna Reddy, E.; Dhana Raju, V.

2018-03-01

This paper evaluates the possibilities of using corn seed oil methyl ester as a fuel for compression ignition engines. The biodiesels are contained high oxygen content, and high Cetane number, due to this properties efficiency of biodiesel is higher than diesel fuel. The experiments were conducted with different biodiesel blends of (B10, B15, B20 and B25) corn seed oil on single cylinder four stroke natural aspirated diesel engines. Performance parameters and exhaust emissions are investigated in this experimental with the blends of the corn seed oil methyl ester and diesel fuel. The test results showed that the bio-diesel blends gives improved results for brake thermal efficiency and specific fuel consumption when compared with the diesel fuel. The emissions of corn seed methyl esters follow the same trend of diesel but the smoke opacity was reduces for all blends. From the investigation, corn seed methyl ester is also having the properties similar to diesel fuel; it is biodegradable and renewable fuel, so it will be used as an alternative for diesel fuel.

Triphenyltin derivatives of sulfanylcarboxylic esters.

Science.gov (United States)

Casas, José S; Couce, María D; Sánchez, Agustín; Seoane, Rafael; Sordo, José; Perez-Estévez, Antonio; Vázquez-López, Ezequiel

2018-03-01

The reaction of 3-(aryl)-2-sulfanylpropenoic acids [H 2 xspa; x: p=3-phenyl-, f=3-(2-furyl)-, t=3-(2-thienyl)-] with methanol or ethanol gave the corresponding methyl (Hxspme) or ethyl (Hxspee) esters. The reaction of these esters (HL) with triphenyltin(IV) hydroxide gave compounds of the type [SnPh 3 L], which were isolated and characterized as solids by elemental analysis, IR spectroscopy and mass spectrometry and in solution by multinuclear ( 1 H, 13 C and 119 Sn) NMR spectroscopy. The structures of [SnPh 3 (pspme)], [SnPh 3 (fspme)] and [SnPh 3 (fspee)] were determined by X-ray diffractometry and the antimicrobial activity against E. coli, S. aureus, B. subtilis, P. aeruginosa, Resistant P. aeruginosa (a strain resistant to 'carbapenem'), and C. albicans was tested and the in vitro cytotoxic activity against the HeLa-229, A2780 and A2780cis cell lines was determined for all compounds. Copyright © 2017 Elsevier Inc. All rights reserved.

Determination of performance and combustion characteristics of a diesel engine fueled with canola and waste palm oil methyl esters

Energy Technology Data Exchange (ETDEWEB)

Ozsezen, Ahmet Necati [Department of Automotive Engineering Technology, Kocaeli University, 41380 Izmit (Turkey); Alternative Fuels R and D Center, Kocaeli University, 41040 Izmit (Turkey); Canakci, Mustafa, E-mail: canakci@kocaeli.edu.t [Department of Automotive Engineering Technology, Kocaeli University, 41380 Izmit (Turkey); Alternative Fuels R and D Center, Kocaeli University, 41040 Izmit (Turkey)

2011-01-15

In this study, the performance, combustion and injection characteristics of a direct injection diesel engine have been investigated experimentally when it was fueled with canola oil methyl ester (COME) and waste (frying) palm oil methyl ester (WPOME). In order to determine the performance and combustion characteristics, the experiments were conducted at constant engine speeds under the full load condition of the engine. The results indicated that when the test engine was fueled with WPOME or COME instead of petroleum based diesel fuel (PBDF), the brake power reduced by 4-5%, while the brake specific fuel consumption increased by 9-10%. On the other hand, methyl esters caused reductions in carbon monoxide (CO) by 59-67%, in unburned hydrocarbon (HC) by 17-26%, in carbon dioxide (CO{sub 2}) by 5-8%, and smoke opacity by 56-63%. However, both methyl esters produced more nitrogen oxides (NO{sub x}) emissions by 11-22% compared with those of the PBDF over the speed range.

Determination of performance and combustion characteristics of a diesel engine fueled with canola and waste palm oil methyl esters

International Nuclear Information System (INIS)

Ozsezen, Ahmet Necati; Canakci, Mustafa

2011-01-01

In this study, the performance, combustion and injection characteristics of a direct injection diesel engine have been investigated experimentally when it was fueled with canola oil methyl ester (COME) and waste (frying) palm oil methyl ester (WPOME). In order to determine the performance and combustion characteristics, the experiments were conducted at constant engine speeds under the full load condition of the engine. The results indicated that when the test engine was fueled with WPOME or COME instead of petroleum based diesel fuel (PBDF), the brake power reduced by 4-5%, while the brake specific fuel consumption increased by 9-10%. On the other hand, methyl esters caused reductions in carbon monoxide (CO) by 59-67%, in unburned hydrocarbon (HC) by 17-26%, in carbon dioxide (CO 2 ) by 5-8%, and smoke opacity by 56-63%. However, both methyl esters produced more nitrogen oxides (NO x ) emissions by 11-22% compared with those of the PBDF over the speed range.

Synthesis of 1-Methyl-3-oxo-7-oxabicyclo[2.2.1]hept-5-ene-2-carboxylic Acid Methyl Ester

Directory of Open Access Journals (Sweden)

Gil Valdo José da Silva

2005-11-01

Full Text Available A simple and efficient method for the preparation of 1-methyl-3-oxo-7- oxabicyclo[2.2.1]hept-5-en-2-carboxylic acid methyl ester (1 is described. The first step is a highly regioselective Diels-Alder reaction between 2-methylfuran and methyl-3-bromo- propiolate. A remarkably difficult ketal hydrolysis reaction was effected by treatment with HCl, a simple reagent that was shown to be more efficient, in this case, than commonly used more elaborate methods.

COMBUSTION CHARACTERISTICS OF DIESEL ENGINE OPERATING ON JATROPHA OIL METHYL ESTER

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Doddayaraganalu Amasegoda Dhananjaya

2010-01-01

Full Text Available Fuel crisis because of dramatic increase in vehicular population and environmental concerns have renewed interest of scientific community to look for alternative fuels of bio-origin such as vegetable oils. Vegetable oils can be produced from forests, vegetable oil crops, and oil bearing biomass materials. Non-edible vegetable oils such as jatropha oil, linseed oil, mahua oil, rice bran oil, karanji oil, etc., are potentially effective diesel substitute. Vegetable oils have reasonable energy content. Biodiesel can be used in its pure form or can be blended with diesel to form different blends. It can be used in diesel engines with very little or no engine modifications. This is because it has combustion characteristics similar to petroleum diesel. The current paper reports a study carried out to investigate the combustion, performance and emission characteristics of jatropha oil methyl ester and its blend B20 (80% petroleum diesel and 20% jatropha oil methyl ester and diesel fuel on a single-cylinder, four-stroke, direct injections, water cooled diesel engine. This study gives the comparative measures of brake thermal efficiency, brake specific energy consumption, smoke opacity, HC, NOx, ignition delay, cylinder peak pressure, and peak heat release rates. The engine performance in terms of higher thermal efficiency and lower emissions of blend B20 fuel operation was observed and compared with jatropha oil methyl ester and petroleum diesel fuel for injection timing of 20° bTDC, 23° bTDC and 26° bTDC at injection opening pressure of 220 bar.

Structural characterization of saturated branched chain fatty acid methyl esters by collisional dissociation of molecular ions generated by electron ionization.

Science.gov (United States)

Ran-Ressler, Rinat R; Lawrence, Peter; Brenna, J Thomas

2012-01-01

Saturated branched chain fatty acids (BCFA) are present as complex mixtures in numerous biological samples. The traditional method for structure elucidation, electron ionization (EI) mass spectrometry, sometimes does not unambiguously enable assignment of branching in isomeric BCFA. Zirrolli and Murphy (Zirrolli , J. A. , and R. A. Murphy. 1993. Low-energy tandem mass spectrometry of the molecular ion derived from fatty acid methyl esters: a novel method for analysis of branched-chain fatty acids. J. Am. Soc. Mass Spectrom. 4: 223-229.) showed that the molecular ions of four BCFA methyl ester (BCFAME) yield highly characteristic fragments upon collisional dissociation using a triple quadrupole instrument. Here, we confirm and extend these results by analysis using a tabletop 3-D ion trap for activated molecular ion EI-MS/MS to 30 BCFAME. iso-BCFAME produces a prominent ion (30-100% of base peak) for [M-43] (M-C₃H₇), corresponding to the terminal isopropyl moiety in the original iso-BCFAME. Anteiso-FAME yield prominent ions (20-100% of base peak) corresponding to losses on both side of the methyl branch, [M-29] and [M-57], and tend to produce more prominent m/z 115 peaks corresponding to a cyclization product around the ester. Dimethyl and tetramethyl FAME, with branches separated by at least one methylene group, yield fragment on both sides of the sites of methyl branches that are more than 6 C away from the carboxyl carbon. EI-MS/MS yields uniquely specific ions that enable highly confident structural identification and quantification of BCFAME.

Chemical modification of nanocellulose with canola oil fatty acid methyl ester

Science.gov (United States)

Liqing Wei; Umesh P. Agarwal; Kolby C. Hirth; Laurent M. Matuana; Ronald C. Sabo; Nicole M. Stark

2017-01-01

Cellulose nanocrystals (CNCs), produced from dissolving wood pulp, were chemically functionalized by transesterification with canola oil fatty acid methyl ester (CME). CME performs as both the reaction reagent and solvent. Transesterified CNC (CNCFE) was characterized for their chemical structure, morphology, crystalline structure, thermal stability, and hydrophobicity...

Microwave-assisted methyl esters synthesis of Kapok (Ceiba pentandra seed oil: parametric and optimization study

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Awais Bokhari

2015-09-01

Full Text Available The depleting fossil fuel reserves and increasing environmental concerns have continued to stimulate research into biodiesel as a green fuel alternative produced from renewable resources. In this study, Kapok (Ceiba pentandra oil methyl ester was produced by using microwave-assisted technique. The optimum operating conditions for the microwave-assisted transesterification of Kapok seed oil including temperature, catalyst loading, methanol to oil molar ratio, and irradiation time were investigated by using Response Surface Methodology (RSM based on Central Composite Design (CCD. A maximum conversion of 98.9 % was obtained under optimum conditions of 57.09 °C reaction temperature, 2.15 wt% catalyst (KOH loading, oil to methanol molar ratio of 1:9.85, and reaction time of 3.29 min. Fourier Transform Infra-Red (FT-IR spectroscopy was performed to verify the conversion of the fatty acid into methyl esters. The properties of Kapok oil methyl ester produced under the optimum conditions were characterized and found in agreement with the international ASTM D 6751 and EN 14214 standards.

[Inhibition of oxidation of unsaturated fatty acid methyl esters by essential oils].

Science.gov (United States)

Misharina, T A; Alinkina, E S; Vorobjeva, A K; Terenina, M B; Krikunova, N I

2016-01-01

The essential oils from 16 various spice plants were studied as natural antioxidants for the inhibition of autooxidation of polyunsaturated fatty acids methyl esters isolated from linseed oil. The content of methyl oleate, methyl linoleate, and methyl linolenoate after 1, 2, and 4 months of autooxidation were used as criteria to estimate the antioxidant efficiencies of essential oils. In 4 months, 92% of the methyl linolenoate and 79% of the methyl linoleate were oxidized in a control sample of a model system. It was found that the most effective antioxidants were essential oils from clove bud, cinnamon leaves, and oregano. They inhibited autooxidation of methyl linolenoate by 76–85%. The antioxidant properties of these essential oils were due to phenols— eugenol, carvacrol, and thymol. Essential oil from coriander did not contain phenols, but it inhibited methyl linolenoate oxidation by 38%. Essential oils from thyme, savory, mace, lemon, and tea tree inhibited methyl linolenoate oxidation by 17–24%. The other essential oils had no antioxidant properties.

Prospects and potential of fatty acid methyl esters of some non-traditional seed oils for use as biodiesel in India

Energy Technology Data Exchange (ETDEWEB)

Mohibbe Azam, M.; Waris, Amtul; Nahar, N.M. [Central Arid Zone Research Institute, Jodhpur 342003 (India)

2005-10-01

Fatty acid profiles of seed oils of 75 plant species having 30% or more fixed oil in their seed/kernel were examined. Saponification number (SN), iodine value (IV) and cetane number (CN) of fatty acid methyl esters of oils were empirically determined and they varied from 169.2 to 312.5, 4.8 to 212 and 20.56 to 67.47, respectively. Fatty acid compositions, IV and CN were used to predict the quality of fatty acid methyl esters of oil for use as biodiesel. Fatty acid methyl ester of oils of 26 species including Azadirachta indica, Calophyllum inophyllum, Jatropha curcas and Pongamia pinnata were found most suitable for use as biodiesel and they meet the major specification of biodiesel standards of USA, Germany and European Standard Organization. The fatty acid methyl esters of another 11 species meet the specification of biodiesel standard of USA only. These selected plants have great potential for biodiesel. (author)

Prospects and potential of fatty acid methyl esters of some non-traditional seed oils for use as biodiesel in India

International Nuclear Information System (INIS)

Mohibbe Azam, M.; Waris, Amtul; Nahar, N.M.

2005-01-01

Fatty acid profiles of seed oils of 75 plant species having 30% or more fixed oil in their seed/kernel were examined. Saponification number (SN), iodine value (IV) and cetane number (CN) of fatty acid methyl esters of oils were empirically determined and they varied from 169.2 to 312.5, 4.8 to 212 and 20.56 to 67.47, respectively. Fatty acid compositions, IV and CN were used to predict the quality of fatty acid methyl esters of oil for use as biodiesel. Fatty acid methyl ester of oils of 26 species including Azadirachta indica, Calophyllum inophyllum, Jatropha curcas and Pongamia pinnata were found most suitable for use as biodiesel and they meet the major specification of biodiesel standards of USA, Germany and European Standard Organization. The fatty acid methyl esters of another 11 species meet the specification of biodiesel standard of USA only. These selected plants have great potential for biodiesel

Effects of antioxidant additives on exhaust emissions reduction in compression ignition engine fueled with methyl ester of annona oil

Directory of Open Access Journals (Sweden)

Ramalingam Senthil

2016-01-01

Full Text Available In this present study, biodiesel is a cleaner burning alternative fuel to the Neat diesel fuel. However, several studies are pointed out that increase in NOx emission for biodiesel when compared with the Neat diesel fuel. The aim of the present study is to analyze the effect of antioxidant (p-phenylenediamine on engine emissions of a Diesel engine fuelled with methyl ester of annona oil. The antioxidant is mixed in various concentrations (0.010 to 0.040% (w/w with methyl ester of annona oil. Result shows that antioxidant additive mixture (MEAO+P200 is effective in control of NOx and HC emission of methyl ester of annona oil fuelled engine without doing any engine modification.

Structural characterization of saturated branched chain fatty acid methyl esters by collisional dissociation of molecular ions generated by electron ionization[S

Science.gov (United States)

Ran-Ressler, Rinat R.; Lawrence, Peter; Brenna, J. Thomas

2012-01-01

Saturated branched chain fatty acids (BCFA) are present as complex mixtures in numerous biological samples. The traditional method for structure elucidation, electron ionization (EI) mass spectrometry, sometimes does not unambiguously enable assignment of branching in isomeric BCFA. Zirrolli and Murphy (Zirrolli , J. A. , and R. A. Murphy. 1993. Low-energy tandem mass spectrometry of the molecular ion derived from fatty acid methyl esters: a novel method for analysis of branched-chain fatty acids. J. Am. Soc. Mass Spectrom. 4: 223–229.) showed that the molecular ions of four BCFA methyl ester (BCFAME) yield highly characteristic fragments upon collisional dissociation using a triple quadrupole instrument. Here, we confirm and extend these results by analysis using a tabletop 3-D ion trap for activated molecular ion EI-MS/MS to 30 BCFAME. iso-BCFAME produces a prominent ion (30-100% of base peak) for [M-43] (M-C3H7), corresponding to the terminal isopropyl moiety in the original iso-BCFAME. Anteiso-FAME yield prominent ions (20-100% of base peak) corresponding to losses on both side of the methyl branch, [M-29] and [M-57], and tend to produce more prominent m/z 115 peaks corresponding to a cyclization product around the ester. Dimethyl and tetramethyl FAME, with branches separated by at least one methylene group, yield fragment on both sides of the sites of methyl branches that are more than 6 C away from the carboxyl carbon. EI-MS/MS yields uniquely specific ions that enable highly confident structural identification and quantification of BCFAME. PMID:22021637

Jojoba methyl ester as a diesel fuel substitute: Preparation and characterization

Energy Technology Data Exchange (ETDEWEB)

Radwan, M.S.; Ismail, M.A.; Elfeky, S.M.S.; Abu-Elyazeed, O.S.M. [Mechanical Power Engineering Department, Faculty of Engineering at Mattaria, University of Helwan, Masakin Elhelmia, Mattaria, Cairo 11718 (Egypt)

2007-02-15

The aim of the present work is to prepare jojoba methyl ester (JME) as a diesel fuel substitute. This was carried out experimentally and its chemical and physical properties were determined. Esterification method is used to produce methyl ester from raw jojoba oil. This method is optimized to produce the highest amount of fuel using a minimum amount of methyl alcohol. To achieve the above aim, a test rig for fuel production was developed. To measure the JME burning velocity a constant volume bomb was developed. The bomb was fully instrumented with a piezoelectric pressure transducer, charge amplifier, digital storage oscilloscope, A/D converter and a personal computer. Several grades of fuel were produced but, two grades only were selected and tested as an economical alternative fuel. The chemical and physical properties of these grades of fuel are measured as well as the laminar burning velocity. It is found that JME liquid fuel exhibited lower burning velocities than iso-octane. The new fuel is found to be suitable for compression ignition engine particularly in the indirect-injection ones, while for direct-injection, and high-speed engines fuel modifications are required. The new fuel is safe, has no sulphur content and reduces the engine wear as well as lengthens the lifetime of lubricating oil. (author)

Ecological audit of rape seed oil or rape methyl ester as a substitute for diesel fuel (ecological audit rape seed oil)

International Nuclear Information System (INIS)

Friedrich, A.; Glante, F.; Schlueter, C.; Golz, C.; Noeh, I.; Reinhard, G.; Hoepfner, U.; Satorius, R.; Benndorf, R.; Bluemel, H.; Schaerer, B.; Rodt, S.

1993-01-01

The objective of this study is to answer the following central question: Is the environmental pollution burden resulting from the cultivation of rape and the use of rape seed oil or rape methyl ester to be rated less severe than that of the manufacture and use of diesel fuel, and should, therefore, farmland be used in Germany to grow rape for rape seed oil or rape methyl ester production as a substitute for diesel fuel? Firstly, the extent is investigated to which rape seed oil or rape methyl ester can contribute to cuts in emissions of climate-relevant trace gases as compared to diesel fuel from crude oil. Secondly, the environmental impact and hazards associated with the cultivation, transport and manufacture of rape seed oil or rape methyl ester (again as compared to diesel fuel) are investigated. The data analysed relate to the entire life cycle. (orig./UWA) [de

Synthesis of methyl ester sulphonate by sulfonation of soybean oil methyl ester for chemical flooding application

International Nuclear Information System (INIS)

Richie Adi Putra; Renisa Ismayanti; Agam Duma Kalista W

2018-01-01

This research has accomplished the synthesis of Surfactant Methyl Ester Sulphonate from Methyl Soyate and Sodium Bisulfite as sulfonating agent. The Steps of the synthesis were reaction, purification, neutralization, and separation. The reaction done by several variated condition such as Reaction Temperature (100, 110, 120)°C, Reaction time (210, 270, 330)minute, and the mole ratio between Methyl Soyate and NaHSO 3 (1:1, 1:1.5, 1:2) with 1.5 % of Al 2 O 3 as catalyst of sulfonation reaction. The purification process was conducted at 55 °C and 60 minute by adding Methanol 35 % v/v. The neutralization done was conducted by 20 % of NaOH until pH 6-8. And the rest of the methanol are separated from MES using rotary evaporator. MES which is pass the compatibility Test is MES at the condition of reaction (100 °C, 210 minute and 1 : 2 mole ratio).This MES has tested by FT - IR to see the existence of the Sulphonate group.The FT-IR test result has shown the existence of the Sulphonate group at wave length between 1000 until 1300 cm -1 . Which is the highest peak at 1176 cm-1. From the qualitative test above, then the MES performed by IFT Test with light oil of X- field as comparison. The IFT results has shown a decrease of the interfacial tensions between 12,000 ppm of brine water and the light oil with addition of 0.3 % (v/v) MES, from 3.36 dyne/cm 2 to 1.54 dyne/cm 2 . (author)

Performance of Surfactant Methyl Ester Sulphonate solution for Oil Well Stimulation in reservoir sandstone TJ Field

Science.gov (United States)

Eris, F. R.; Hambali, E.; Suryani, A.; Permadi, P.

2017-05-01

Asphaltene, paraffin, wax and sludge deposition, emulsion and water blocking are kinds ofprocess that results in a reduction of the fluid flow from the reservoir into formation which causes a decrease of oil wells productivity. Oil well Stimulation can be used as an alternative to solve oil well problems. Oil well stimulation technique requires applying of surfactant. Sodium Methyl Ester Sulphonate (SMES) of palm oil is an anionic surfactant derived from renewable natural resource that environmental friendly is one of potential surfactant types that can be used in oil well stimulation. This study was aimed at formulation SMES as well stimulation agent that can identify phase transitions to phase behavior in a brine-surfactant-oil system and altered the wettability of rock sandstone and limestone. Performance of SMES solution tested by thermal stability test, phase behavioral examination and rocks wettability test. The results showed that SMES solution (SMES 5% + xylene 5% in the diesel with addition of 1% NaCl at TJformation water and SMES 5% + xylene 5% in methyl ester with the addition of NaCl 1% in the TJ formation water) are surfactant that can maintain thermal stability, can mostly altered the wettability toward water-wet in sandstone reservoir, TJ Field.

Lipase immobilization and production of fatty acid methyl esters from canola oil using immobilized lipase

International Nuclear Information System (INIS)

Yuecel, Yasin; Demir, Cevdet; Dizge, Nadir; Keskinler, Buelent

2011-01-01

Lipase enzyme from Aspergillus oryzae (EC 3.1.1.3) was immobilized onto a micro porous polymeric matrix which contains aldehyde functional groups and methyl esters of long chain fatty acids (biodiesel) were synthesized by transesterification of crude canola oil using immobilized lipase. Micro porous polymeric matrix was synthesized from styrene-divinylbenzene (STY-DVB) copolymers by using high internal phase emulsion technique and two different lipases, Lipozyme TL-100L ® and Novozym 388 ® , were used for immobilization by both physical adsorption and covalent attachment. Biodiesel production was carried out with semi-continuous operation. Methanol was added into the reactor by three successive additions of 1:4 M equivalent of methanol to avoid enzyme inhibition. The transesterification reaction conditions were as follows: oil/alcohol molar ratio 1:4; temperature 40 o C and total reaction time 6 h. Lipozyme TL-100L ® lipase provided the highest yield of fatty acid methyl esters as 92%. Operational stability was determined with immobilized lipase and it indicated that a small enzyme deactivation occurred after used repeatedly for 10 consecutive batches with each of 24 h. Since the process is yet effective and enzyme does not leak out from the polymer, the method can be proposed for industrial applications. -- Research highlights: → Lipozyme TL-100L and Novozym 388 were immobilized onto micro porous polymeric matrix by both physical adsorption and covalent linking. → Immobilized enzymes were used for synthesis of fatty acid methyl esters by transesterification of canola oil and methanol using semi-continuous operation system. → According to chromatographic analysis, Lipase Lipozyme TL-100L resulted in the highest yield of methyl ester as 92%.

Expanding the chemical diversity of natural esters by engineering a polyketide-derived pathway into Escherichia coli.

Science.gov (United States)

Menendez-Bravo, Simón; Comba, Santiago; Sabatini, Martín; Arabolaza, Ana; Gramajo, Hugo

2014-07-01

Microbial fatty acid (FA)-derived molecules have emerged as promising alternatives to petroleum-based chemicals for reducing dependence on fossil hydrocarbons. However, native FA biosynthetic pathways often yield limited structural diversity, and therefore restricted physicochemical properties, of the end products by providing only a limited variety of usually linear hydrocarbons. Here we have engineered into Escherichia coli a mycocerosic polyketide synthase-based biosynthetic pathway from Mycobacterium tuberculosis and redefined its biological role towards the production of multi-methyl-branched-esters (MBEs) with novel chemical structures. Expression of FadD28, Mas and PapA5 enzymes enabled the biosynthesis of multi-methyl-branched-FA and their further esterification to an alcohol. The high substrate tolerance of these enzymes towards different FA and alcohol moieties resulted in the biosynthesis of a broad range of MBE. Further metabolic engineering of the MBE producer strain coupled this system to long-chain-alcohol biosynthetic pathways resulting in de novo production of branched wax esters following addition of only propionate. Copyright © 2014 International Metabolic Engineering Society. Published by Elsevier Inc. All rights reserved.

Synthesis of fatty acid methyl ester from crude jatropha (Jatropha curcas Linnaeus) oil using aluminium oxide modified Mg-Zn heterogeneous catalyst.

Science.gov (United States)

Olutoye, M A; Hameed, B H

2011-06-01

The synthesis of fatty acid methyl esters (FAME) as a substitute to petroleum diesel was investigated in this study from crude jatropha oil (CJO), a non-edible, low-cost alternative feedstock, using aluminium modified heterogeneous basic oxide (Mg-Zn) catalyst. The transesterification reaction with methanol to methyl esters yielded 94% in 6h with methanol-oil ratio of 11:1, catalyst loading of 8.68 wt.% at 182°C and the properties of CJO fuel produced were determine and found to be comparable to the standards according to ASTM. In the range of experimental parameters investigated, it showed that the catalyst is selective to production of methyl esters from oil with high free fatty acid (FFA) and water content of 7.23% and 3.28%, respectively in a single stage process. Thus, jatropha oil is a promising feedstock for methyl ester production and large scale cultivation will help to reduce the product cost. Copyright © 2011 Elsevier Ltd. All rights reserved.

40 CFR 721.9530 - Bis(2,2,6,6-tetra-methyl-piper-idinyl) ester of cycloalkyl spir-o-ke-tal.

Science.gov (United States)

2010-07-01

... 40 Protection of Environment 30 2010-07-01 2010-07-01 false Bis(2,2,6,6-tetra-methyl-piper-idinyl) ester of cycloalkyl spir-o-ke-tal. 721.9530 Section 721.9530 Protection of Environment ENVIRONMENTAL... Significant New Uses for Specific Chemical Substances § 721.9530 Bis(2,2,6,6-tetra-methyl-piper-idinyl) ester...

Transesterification of rubber seed oil by sonication technique for the production of methyl esters

Energy Technology Data Exchange (ETDEWEB)

Ragavan, S.N.; Roy, D.V. [Scott Christian College (Autonomous), Department of Chemistry, Research Centre, Nagercoil, Tamil Nadu (India)

2011-07-15

The ever-increasing concern due to the fast-depleting energy sources and the environmental impact of the fossil fuel burning has provoked the researchers to turn out for an environmentally benign fuel source. Biodiesel (fatty acid methyl esters) being renewable, biodegradable, non-toxic and eco-friendly, is now gaining momentum. Added carbon sequestration ability of rubber trees has made it one of the best sources for biodiesel in developing countries. Fatty acid methyl esters (FAMEs) from high acid content (23%) rubber seed oil by sonication technique at room temperature (32 C) is of good yield (80%). The FAMEs produced have acceptable fuel standards as specified by ASTM D 6751. This study deals with the utilisation of FAMEs as an alternate fuel for petrodiesel. (orig.)

Conversion of beet molasses and cheese whey into fatty acid methyl esters by the yeast Cryptococcus curvatus.

Science.gov (United States)

Takakuwa, Naoya; Saito, Katsuichi

2010-01-01

Eighty-one yeast isolates from raw milk were surveyed for the production of fatty acid methyl esters (FAME). Only one species, identified as Cryptococcus curvatus, produced FAME at a detectable level. Cr. curvatus TYC-19 produced more FAME from beet molasses and cheese whey medium than other strains of the same species. In both media, the major FAME produced were linoleic and oleic acid methyl esters. Sequence analysis of the internal transcribed spacer region of ribosomal DNA indicated that TYC-19 diverged from the same species.

Technetium-99m labeling of N-[N-(3-diphenylphosphino propionyl)glycyl]cysteine (PN2S-OH) and its methyl ester derivative (PN2S-OMe)

International Nuclear Information System (INIS)

Visentin, Roberta; Giron, Maria Cecilia; Bello, Michele; Mazzi, Ulderico

2004-01-01

N-[N-(3-diphenylphosphinopropionyl)glycyl]cysteine and its methyl ester derivative were labeled with 99m Tc at neutral pH, leading to a single species in high yield (>95%) in 30 min. RP-HPLC comparison with the analogue Re V -oxo complexes identified the labeled compounds as the anti isomers of pentacoordinated 99m TcO[PN 2 S]-OH and 99m TcO[PN 2 S]-OMe complexes. The compounds are stable from pH 7 to pH 9 when 99m TcO[PN 2 S]-OH interconverts to related syn isomer, while 99m TcO[PN 2 S]-OMe undergoes both saponification and interconversion. They exhibit high stability in human plasma and in vivo (mice), and a biodistribution characterized by hepatobiliary excretion

Methyl esters (biodiesel) from Melanolepis multiglandulosa (alim) seed oil and their properties

Science.gov (United States)

Sufficient supply of feedstock oils is a major issue facing biodiesel in order to increase the still limited amounts available. In this work, the fatty acid methyl esters, also known as biodiesel, of the seed oil of Melanolepsi multiglandulosa, a member of the Euphorbiaceae family, were prepared and...

USAGE OF METHYL ESTER PRODUCED FROM WASTE GRAPE AND MN ADDITIVE AS ALTERNATIVE DIESEL FUEL

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Hanbey Hazar

2017-06-01

Full Text Available In this study, methyl ester was produced from waste grape pulp sources. The produced methyl ester was mixed with diesel in different proportions, and was tested for engine performance and emission. It was found that with increasing biodiesel content, the specific fuel consumption and exhaust temperature have increased partially, while the CO, HC and smoke emissions decreased significantly. Additionally, in the scope of this study, dodecanol, propylene glycol and Mn based additives were added to fuel B50 to improve the emission and engine performance values. With the presence of additives, an increase in the exhaust temperature was observed, while a decrease in the specific fuel consumption, CO, HC, and smoke emissions were detected.

Hydrodeoxygenation of methyl esters on sulphided NiMo/{gamma}-Al{sub 2}O{sub 3} and CoMo/{gamma}-Al{sub 2}O{sub 3} catalysts

Energy Technology Data Exchange (ETDEWEB)

Senol, O.I; Viljava, T.R.; Krause, A.O.I. [Laboratory of Industrial Chemistry, Helsinki University of Technology, P.O. Box 6100, FIN-02015 Hut (Finland)

2005-02-28

Wood-derived bio-oil contains high amounts of compounds with different oxygen-containing functional groups that must be removed to improve the fuel characteristics. Elimination of oxygen from carboxylic groups was studied with model compounds, methyl heptanoate and methyl hexanoate, on sulphided NiMo/{gamma}-Al{sub 2}O{sub 3} and CoMo/{gamma}-Al{sub 2}O{sub 3} catalysts in a flow reactor. Catalyst performances and reaction schemes were addressed. Aliphatic methyl esters produced hydrocarbons via three main paths: The first path gave alcohols followed by dehydration to hydrocarbons. Deesterification yielded an alcohol and a carboxylic acid in the second path. Carboxylic acid was further converted to hydrocarbons either directly or with an alcohol intermediate. Decarboxylation of the esters led to hydrocarbons in the third path. No oxygen-containing compounds were detected at complete conversions. However, the product distributions changed with time, even at complete conversions, indicating that both catalysts deactivated under the studied conditions.

Potential Grape-Derived Contributions to Volatile Ester Concentrations in Wine

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Paul K. Boss

2015-04-01

Full Text Available Grape composition affects wine flavour and aroma not only through varietal compounds, but also by influencing the production of volatile compounds by yeast. C9 and C12 compounds that potentially influence ethyl ester synthesis during fermentation were studied using a model grape juice medium. It was shown that the addition of free fatty acids, their methyl esters or acyl-carnitine and acyl-amino acid conjugates can increase ethyl ester production in fermentations. The stimulation of ethyl ester production above that of the control was apparent when lower concentrations of the C9 compounds were added to the model musts compared to the C12 compounds. Four amino acids, which are involved in CoA biosynthesis, were also added to model grape juice medium in the absence of pantothenate to test their ability to influence ethyl and acetate ester production. β-Alanine was the only one shown to increase the production of ethyl esters, free fatty acids and acetate esters. The addition of 1 mg∙L−1 β-alanine was enough to stimulate production of these compounds and addition of up to 100 mg∙L−1 β-alanine had no greater effect. The endogenous concentrations of β-alanine in fifty Cabernet Sauvignon grape samples exceeded the 1 mg∙L−1 required for the stimulatory effect on ethyl and acetate ester production observed in this study.

Potential grape-derived contributions to volatile ester concentrations in wine.

Science.gov (United States)

Boss, Paul K; Pearce, Anthony D; Zhao, Yanjia; Nicholson, Emily L; Dennis, Eric G; Jeffery, David W

2015-04-29

Grape composition affects wine flavour and aroma not only through varietal compounds, but also by influencing the production of volatile compounds by yeast. C9 and C12 compounds that potentially influence ethyl ester synthesis during fermentation were studied using a model grape juice medium. It was shown that the addition of free fatty acids, their methyl esters or acyl-carnitine and acyl-amino acid conjugates can increase ethyl ester production in fermentations. The stimulation of ethyl ester production above that of the control was apparent when lower concentrations of the C9 compounds were added to the model musts compared to the C12 compounds. Four amino acids, which are involved in CoA biosynthesis, were also added to model grape juice medium in the absence of pantothenate to test their ability to influence ethyl and acetate ester production. β-Alanine was the only one shown to increase the production of ethyl esters, free fatty acids and acetate esters. The addition of 1 mg∙L(-1) β-alanine was enough to stimulate production of these compounds and addition of up to 100 mg∙L(-1) β-alanine had no greater effect. The endogenous concentrations of β-alanine in fifty Cabernet Sauvignon grape samples exceeded the 1 mg∙L(-1) required for the stimulatory effect on ethyl and acetate ester production observed in this study.

Production of methyl ester from oil in the wastewater pond of a palm oil factory

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Tongurai, C.

2007-11-01

Full Text Available This research studied the suitable technique for the production of methyl ester from waste palm oil in the water pond of a palm oil mill. The composition of the waste palm oil was 73.82% fatty acid, 5.07% triglyceride, 3.39% diglyceride and 17.76% unknown compounds. The unknown compounds were separated via simple distillation carried out at a temperature range of 300-350oC.First, the experiments were carried out in screw capped bottles using filtrated as-received waste oil as the reactant. The esterification and transesterification process were conducted using sulfuric acid catalyst in a methanol solution. The key parameters studied were mole ratio of waste oil to methanol (1:1 to 1:72, amount of catalyst from 0.1-20 v/w% of the reactant, temperature range of 60-98oC and reaction time range of 15-180 minutes. Thin Layer Chromatography (TLC analysis showed 85-90% purity of methyl ester with 4-5% of mono-, di-, and triglycerides and fatty acids and about 5-10% of the unknown compounds for the best condition. The resulting yield of biodiesel was 84-88%. Eradication of contaminants by distillation gave about a 75% distillate yield. Distilled waste palm oil was esterified and transesterified using the previous optimum condition of as-received waste oil, but the reaction time and temperature were varied. The optimal result was obtained by using distilled waste palm oil to methanol molar ratio of 1:8, sulfuric acid of 1 v/w% of reactant, reaction temperature of 70oC and reaction time of 1 hour. TLC analysis indicated a biodiesel composition of methyl ester, free fatty acid, diglyceride and monoglyceride of 96.39%, 3.20%, 0.24% and 0.17%, respectively. The yield of biodiesel was 96-98% having physical fuel properties according to Thailand standard for methyl esterFinally, the distilled waste palm oil was esterified using a 3 liters continuous stirred-tank reactor (CSTR. Using the suitable condition for the batch process and an hour retention time, the

Synthesis and characterization of ester and amide derivatives of titanium(IV) carboxymethylphosphonate

International Nuclear Information System (INIS)

Melánová, Klára; Beneš, Ludvík; Trchová, Miroslava; Svoboda, Jan; Zima, Vítězslav

2013-01-01

A set of layered ester and amide derivatives of titanium(IV) carboxymethylphosphonate was prepared by solvothermal treatment of amorphous titanium(IV) carboxymethylphosphonate with corresponding 1-alkanols, 1,ω-alkanediols, 1-aminoalkanes, 1,ω-diaminoalkanes and 1,ω-amino alcohols and characterized by powder X-ray diffraction, IR spectroscopy and thermogravimetric analysis. Whereas alkyl chains with one functional group form bilayers tilted to the layers, 1,ω-diaminoalkanes and most of 1,ω-alkanediols form bridges connecting the adjacent layers. In the case of amino alcohols, the alkyl chains form bilayer and either hydroxyl or amino group is used for bonding. This simple method for the synthesis of ester and amide derivatives does not require preparation of acid chloride derivative as a precursor or pre-intercalation with alkylamines and can be used also for the preparation of ester and amide derivatives of titanium carboxyethylphosphonate and zirconium carboxymethylphosphonate. - Graphical abstract: Ester and amide derivatives of layered titanium carboxymethylphosphonate were prepared by solvothermal treatment of amorphous solid with alkanol or alkylamine. - Highlights: • Ester and amide derivatives of titanium carboxymethylphosphonate. • Solvothermal treatment of amorphous solid with alkanol or alkylamine. • Ester and amide formation confirmed by IR spectroscopy

Asymmetric Meerwein–Ponndorf–Verley reduction of long chain keto alkanoic acid methyl esters

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AYE YUSUFOGLU

2007-05-01

Full Text Available 3-, 7- and 13-Monoketo tetradecanoic acid methyl esters carrying a ketogroup at the ends and at the middle of the chain with 14 carbon atoms were reduced by a Meerwein–Ponndorf–Verley reaction in the presence of R-(+-1,1'-binaphthalene-2,2'-diol, 1,2:5,6-D-di-O-isopropylidene-D-mannitol and L-(–-menthol. The highest enantiomeric purity of 65% ee was found for 13-hydroxy ester isomer. The enantiomeric excess was determined by 1H-NMR shift with Eu(tfc3 and by optical rotation.

Influence of alumina oxide nanoparticles on the performance and emissions in a methyl ester of neem oil fuelled direct injection diesel engine

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Balaji Gnanasikamani

2017-01-01

Full Text Available The experimental investigation of the influence of Al2O3 nanoadditive on performance and emissions in a methyl ester of neem oil fueled direct injection Diesel engine is reported in this paper. The Al2O3 nanoparticles are mixed in various proportions (100 to 300 ppm with methyl ester of neem oil. The performance and emissions are tested in a single cylinder computerized, 4-stroke, stationary, water-cooled Diesel engine of 3.5 kW rated power. Results show that the nanoadditive is effective in increasing the performance and controlling the NO emissions of methyl ester of neem oil fueled Diesel engines.

Progesterone up-regulates vasodilator effects of calcitonin gene-related peptide in N(G)-nitro-L-arginine methyl ester-induced hypertension.

Science.gov (United States)

Gangula, P R; Wimalawansa, S J; Yallampalli, C

1997-04-01

We recently reported that calcitonin gene-related peptide can reverse the hypertension produced by N(G)-nitro-L-arginine methyl ester in pregnant rats. In the current study we investigated whether these vasodilator effects of calcitonin gene-related peptide were progesterone dependent. Calcitonin gene-related peptide or N(G)-nitro-L-arginine methyl ester was infused through osmotic minipumps, either separately or in combination, to groups of five pregnant rats from day 17 of gestation until day 8 post partum or to nonpregnant ovariectomized rats for 8 days. Progesterone was injected during days 1 to 6 post partum and for 6 days after ovariectomy. Systolic blood pressure was measured daily. Animals receiving N(G)-nitro-L-arginine methyl ester exhibited significant elevations of blood pressure during pregnancy and post partum. Coadministration of calcitonin gene-related peptide to these rats reversed the hypertension during pregnancy but not during the postpartum period. At the dose used in this study calcitonin gene-related peptide administered alone was without significant effects on blood pressure. However, it reduced both the mortality and growth restriction of the fetus associated with N(G)-nitro-L-arginine methyl ester in these animals. Calcitonin gene-related peptide reversed the hypertension in N(G)-nitro-L-arginine methyl ester-infused postpartum rats during the periods of progesterone treatment only, and these effects were lost when progesterone treatment was stopped. Neither progesterone nor calcitonin gene-related peptide alone were effective. To further confirm these observations, progesterone effects were tested in ovariectomized adult rats. Similar to the findings in postpartum rats, calcitonin gene-related peptide completely reversed the elevation in blood pressure in N(G)-nitro-L-arginine methyl ester-treated rats receiving progesterone injections. The effects of calcitonin gene-related peptide were apparent only during the progesterone treatment

Methyl esters (biodiesel) from and fatty acid profile of Gliricidia sepium seed oil

Science.gov (United States)

Increasing the supply of biodiesel by defining and developing additional feedstocks is important to overcome the still limited amounts available of this alternative fuel. In this connection, the methyl esters of the seed oil of Gliricidia sepium were synthesized and the significant fuel-related prop...

Effects of Blending Alcohols with Poultry Fat Methyl Esters on Cold Flow Properties

Science.gov (United States)

The low temperature operability, kinematic viscosity, and acid value of poultry fat methyl esters were improved with addition of ethanol, isopropanol, and butanol in a linear fashion with increasing alcohol content. The flash point decreased and moisture content increased upon addition of alcohols t...

An experimental study on performance and exhaust emissions of a diesel engine fuelled with tobacco seed oil methyl ester

International Nuclear Information System (INIS)

Usta, N.

2005-01-01

Tobacco seeds are a by product of tobacco leaves production. To the author's best knowledge, unlike tobacco leaves, tobacco seeds are not collected from fields and are not commercial products. However, tobacco seeds contain significant amounts of oil. Although tobacco seed oil is a non-edible vegetable oil, it can be utilized for biodiesel production as a new renewable alternative diesel engine fuel. In this study, an experimental study on the performance and exhaust emissions of a turbocharged indirect injection diesel engine fuelled with tobacco seed oil methyl ester was performed at full and partial loads. The results showed that the addition of tobacco seed oil methyl ester to the diesel fuel reduced CO and SO 2 emissions while causing slightly higher NO x emissions. Meanwhile, it was found that the power and the efficiency increased slightly with the addition of tobacco seed oil methyl ester. (Author)

Isolation and characterization of fatty acid methyl ester (FAME)-producing Streptomyces sp. S161 from sheep (Ovis aries) faeces.

Science.gov (United States)

Lu, Y; Wang, J; Deng, Z; Wu, H; Deng, Q; Tan, H; Cao, L

2013-09-01

An actinomycete producing oil-like mixtures was isolated and characterized. The strain was isolated from sheep faeces and identified as Streptomyces sp. S161 based on 16S rRNA gene sequence analysis. The strain showed cellulase and xylanase activities. The (1) H nuclear magnetic resonance (NMR) spectra of the mixtures showed that the mixtures were composed of fatty acid methyl esters (52·5), triglycerides (13·7) and monoglycerides (9·1) (mol.%). Based on the gas chromatography-mass spectrometry (GC-MS) analysis, the fatty acid methyl esters were mainly composed of C14-C16 long-chain fatty acids. The results indicated that Streptomyces sp. S161 could produce fatty acid methyl esters (FAME) directly from starch. To our knowledge, this is the first isolated strain that can produce biodiesel (FAME) directly from starch. © 2013 The Society for Applied Microbiology.

Process parameters optimization for synthesis of methyl ester from sunflower oil using Taguchi technique

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G. Senthilkumar

2014-09-01

Full Text Available In this work, transesterification of sunflower oil for obtaining biodiesel was studied. Taguchi’s methodology (L9 orthogonal array was selected to optimize the most significant variables (methanol, catalyst concentration and stirrer speed in transesterification process. Experiments have conducted based on development of L9 orthogonal array by using Taguchi technique. Analysis of Variance (ANOVA and the regression equations were used to find the optimum yield of sunflower methyl ester under the influence of methanol, catalyst & stirrer speed. The study resulted in a maximum yield of sun flower methyl ester as 96% with the optimal conditions of methanol 110 ml with 0.5% by wt. of sodium hydroxide (NaOH stirred at 1200 rpm. The yield was analyzed on the basis of “larger is better”. Finally, confirmation tests were carried out to verify the experimental results.

N-[11C]methylpiperidine esters as acetylcholinesterase substrates: an in vivo structure-reactivity study

International Nuclear Information System (INIS)

Kilbourn, Michael R.; Nguyen, Thinh B.; Snyder, Scott E.; Sherman, Phillip

1998-01-01

A series of simple esters incorporating the N-[ 11 C]methylpiperidine structure were examined as in vivo substrates for acetylcholinesterase in mouse brain. 4-N-[ 11 C]Methylpiperidinyl esters, including the acetate, propionate and isobutyrate esters, are good in vivo substrates for mammalian cholinesterases. Introduction of a methyl group at the 4-position of the 4-piperidinol esters, to form the ester of a teritary alcohol, effectively blocks enzymatic action. Methylation of 4- N-[ 11 C]methylpiperidinyl propionate at the 3-position gives a derivative with increased in vivo reactivity toward acetylcholinesterase. Esters of piperidinecarboxylic acids (nipecotic, isonipecotic and pipecolinic acid ethyl esters) are not hydrolyzed by acetylcholinesterase in vivo, nor do they act as in vivo inhibitors of the enzyme. This study has identified simple methods to both increase and decrease the in vivo reactivity of piperidinyl esters toward acetylcholinesterase

Stimulation of {sup 125}I-3-iodo-{alpha}-methyl-L-tyrosine uptake in Chinese hamster ovary (CHO-K1) cells by tyrosine esters

Energy Technology Data Exchange (ETDEWEB)

Shikano, Naoto [Department of Radiological Sciences, Center for Medical Sciences and Center for Humanities and Sciences, Ibaraki Prefectural University of Health Sciences, Inashiki-gun, Ibaraki (Japan)], E-mail: sikano@ipu.ac.jp; Ogura, Masato; Sagara, Jun-ichi; Nakajima, Syuichi [Department of Radiological Sciences, Center for Medical Sciences and Center for Humanities and Sciences, Ibaraki Prefectural University of Health Sciences, Inashiki-gun, Ibaraki (Japan); Kobayashi, Masato [Division of Health Science, Graduate School of Health Sciences, Kanazawa University, Kanazawa, Ishikawa (Japan); Baba, Takeshi; Yamaguchi, Naoto; Iwamura, Yukio; Kubota, Nobuo [Department of Radiological Sciences, Center for Medical Sciences and Center for Humanities and Sciences, Ibaraki Prefectural University of Health Sciences, Inashiki-gun, Ibaraki (Japan); Kawai, Keiichi [Division of Health Science, Graduate School of Health Sciences, Kanazawa University, Kanazawa, Ishikawa (Japan)

2010-02-15

Introduction: Transport of the amino acid analog {sup 123}I-3-iodo-{alpha}-methyl-L-tyrosine, which is used in clinical SPECT imaging, occurs mainly via L-type amino acid transporter type 1 (LAT1; an amino acid exchanger). As LAT1 is highly expressed in actively proliferating tumors, we made a preliminary investigation of the effects of amino acid esters on enhancement of {sup 125}I-3-iodo-{alpha}-methyl-L-tyrosine (IMT) uptake via LAT1 in Chinese hamster ovary (CHO-K1) cells. Methods: Because the sequence of the CHO-K1 LAT1 gene is not available, we confirmed LAT1 expression through IMT (18.5 kBq) uptake mechanisms using specific inhibitors. L-Gly, L-Ser, L-Leu, L-Phe, L-Met, L-Tyr, D-Tyr, L-Val and L-Lys ethyl/methyl esters were tested in combination with IMT. Time-course studies over a 3-h period were conducted, and the concentration dependence of L-Tyr ethyl and methyl esters (0.001 to 10 mM) in combination with IMT was also examined. For a proof of de-esterification of L- and D-Tyr ethyl and methyl esters in the cells (by enzymatic attack or other cause), the concentration of L- and D-Tyr was analyzed by high-performance liquid chromatography of the esters in phosphate buffer (pH 7.4) and cell homogenates at 37 deg. C or under ice-cold conditions. Results: Inhibition tests suggested that LAT1 is involved in IMT uptake by CHO-K1 cells. Co-administration of 1 mM of L-Tyr ethyl or methyl ester with IMT produced the greatest enhancement. The de-esterification reaction was stereo selective and temperature dependent in the homogenate. De-esterification kinetics were very fast in the homogenate and very slow in the phosphate buffer. Conclusions: The L-Tyr ethyl or methyl esters were the most effective enhancers of IMT uptake into CHO-K1 cells and acted by trans-stimulation of the amino acid exchange function of LAT1. This result suggests that de-esterification in the cells may be caused by enzymatic attack. We will use IMT and L-Tyr ethyl or methyl esters to examine

Study on the concentration of unsaturated fatty acid methyl esters by urea complexation

International Nuclear Information System (INIS)

Jiang, B.; Liu, Y.

2014-01-01

This study was done to obtain concentrated unsaturated fatty acid methyl esters (FAME) by urea complexation from soybean derived FAME. Effects of urea-to-FAME ratio, 95% ethanol-to-FAME ratio, crystallization temperature and time on the purification of unsaturated FAME were investigated through single factor experiments. Optimum conditions to obtain maximum FAME yield of NUCF with the purity of unsaturated FAME greater than 98% were established using Box-Behnken design (BBD) method and response surface methodology (RSM). Under optimal conditions, the FAME yield was 58.08%, and the purity of unsaturated FAME was 98% at a urea-to-FAME ratio of 1.23, 95% ethanol-to-FAME ratio of 7 and crystallization temperature of 0 degree C. Verification results revealed that the predicted values were reasonably close to experimentally observed values of 56.93% and 98.01%. (author)

Certain investigation in a compression ignition engine using rice bran methyl ester fuel blends with ethanol additive

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Krishnan Arumugam

2017-01-01

Full Text Available In this study and analysis, the physical properties such as calorific value, viscosity, flash, and fire point temperatures of rice bran oil methyl ester were found. The rice bran oil biodiesel has been prepared by transesterification process from pure rice bran oil in the presence of methanol and NaOH. Moreover, property enhancement of rice bran oil methyl ester was also made by adding different additives such as ethanol in various proportions. Rice bran oil methyl ester with 1, 3, and 5% ethanol were analyzed for its fuel properties. The effects of diesel-B20ROME blends with ethanol additive of 1, 3, and 5% on a compression ignition engine were examined considering its emissions. It is found that the increase in biodiesel concentration in the fuel blend influences CO2 and NOx emissions. On the other hand CO and HC emissions are reduced. It is interesting to observe the emission as ethanol-B20ROME blends, reduces CO2 and NOx which are the major contributors to global warming. As the NOx and CO2 can be reduced drastically by the proposed blends, the global warming can be reduced considerably.

A Comparison Study: The New Extended Shelf Life Isopropyl Ester PMR Technology versus The Traditional Methyl Ester PMR Approach

Science.gov (United States)

Alston, William B.; Scheiman, Daniel A.; Sivko, Gloria S.

2005-01-01

Polymerization of Monomeric Reactants (PMR) monomer solutions and carbon cloth prepregs of PMR II-50 and VCAP-75 were prepared using both the traditional limited shelf life methanol based PMR approach and a novel extended shelf life isopropanol based PMR approach. The methyl ester and isopropyl ester based PMR monomer solutions and PMR prepregs were aged for up to four years at freezer and room temperatures. The aging products formed were monitored using high pressure liquid chromatography (HPLC). The composite processing flow characteristics and volatile contents of the aged prepregs were also correlated versus room temperature storage time. Composite processing cycles were developed and six ply cloth laminates were fabricated with prepregs after various extended room temperature storage times. The composites were then evaluated for glass transition temperature (Tg), thermal decomposition temperature (Td), initial flexural strength (FS) and modulus (FM), long term (1000 hours at 316 C) thermal oxidative stability (TOS), and retention of FS and FM after 1000 hours aging at 316 C. The results for each ester system were comparable. Freezer storage was found to prevent the formation of aging products for both ester systems. Room temperature storage of the novel isopropyl ester system increased PMR monomer solution and PMR prepreg shelf life by at least an order of magnitude while maintaining composite properties.

Synthesis of γ-Nitro Aliphatic Methyl Esters Via Michael Additions Promoted by Microwave Irradiation

OpenAIRE

Escalante, Jaime; Díaz-Coutiño, Francisco D.

2009-01-01

A simple and efficient protocol has been developed for the direct synthesis of γ-nitrobutyric acid methyl esters under microwave irradiation. This methodology reduces reaction times from days to minutes, compared to conventional conditions. Additionally, these conditions increased yields and provided cleaner reactions.

Four New Dicaffeoylquinic Acid Derivatives from Glasswort (Salicornia herbacea L. and Their Antioxidative Activity

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Jeong-Yong Cho

2016-08-01

Full Text Available Four new dicaffeoylquinic acid derivatives and two known 3-caffeoylquinic acid derivatives were isolated from methanol extracts using the aerial parts of Salicornia herbacea. The four new dicaffeoylquinic acid derivatives were established as 3-caffeoyl-5-dihydrocaffeoylquinic acid, 3-caffeoyl-5-dihydrocaffeoylquinic acid methyl ester, 3-caffeoyl-4-dihydrocaffeoylquinic acid methyl ester, and 3,5-di-dihydrocaffeoylquinic acid methyl ester. Their chemical structures were determined by nuclear magnetic resonance and electrospray ionization-mass spectroscopy (LC-ESI-MS. In addition, the presence of dicaffeoylquinic acid derivatives in this plant was reconfirmed by LC-ESI-MS/MS analysis. The isolated compounds strongly scavenged 1,1-diphenyl-2-picrylhydrazyl radicals and inhibited cholesteryl ester hydroperoxide formation during rat blood plasma oxidation induced by copper ions. These results indicate that the caffeoylquinic acid derivatives may partially contribute to the antioxidative effect of S. herbacea.

Experimental and numerical investigations on spray characteristics of fatty acid methyl esters.

Science.gov (United States)

Lanjekar, R D; Deshmukh, D

2018-02-01

A comparative experimental and numerical study is conducted to establish the significance of the use of single-component over multi-component representatives of biodiesel, diesel and their blend for predicting spray tip penetration. Methyl oleate and methyl laurate are used as single-component representative fuels for biodiesel. The pure components n -heptane, n -dodecane and n -tetradecane are used as single-component representative fuels for diesel. Methyl laurate is found to represent biodiesel of coconut, whereas methyl oleate is found to represent biodiesel having high percentage of long-chain fatty acid esters. The spray tip penetration of methyl oleate is found to be in good agreement with the measured spray tip penetration of karanja biodiesel. The spray tip penetration prediction of n -heptane fuel is closely following diesel spray tip penetration along with that of n -tetradecane and n -dodecane. The study suggests that the knowledge of the single-component representatives of biodiesel, diesel and their blend is sufficient to predict the spray tip penetration of the corresponding biodiesel, diesel and their blend under non-evaporating environment.

Experimental and numerical investigations on spray characteristics of fatty acid methyl esters

Science.gov (United States)

Lanjekar, R. D.; Deshmukh, D.

2018-02-01

A comparative experimental and numerical study is conducted to establish the significance of the use of single-component over multi-component representatives of biodiesel, diesel and their blend for predicting spray tip penetration. Methyl oleate and methyl laurate are used as single-component representative fuels for biodiesel. The pure components n-heptane, n-dodecane and n-tetradecane are used as single-component representative fuels for diesel. Methyl laurate is found to represent biodiesel of coconut, whereas methyl oleate is found to represent biodiesel having high percentage of long-chain fatty acid esters. The spray tip penetration of methyl oleate is found to be in good agreement with the measured spray tip penetration of karanja biodiesel. The spray tip penetration prediction of n-heptane fuel is closely following diesel spray tip penetration along with that of n-tetradecane and n-dodecane. The study suggests that the knowledge of the single-component representatives of biodiesel, diesel and their blend is sufficient to predict the spray tip penetration of the corresponding biodiesel, diesel and their blend under non-evaporating environment.

Performance and emission characteristics of a DI compression ignition engine operated on Honge, Jatropha and sesame oil methyl esters

Energy Technology Data Exchange (ETDEWEB)

Banapurmath, N.R.; Tewari, P.G. [Department of Mechanical Engineering, B.V.B. College of Engineering and Technology, Vidyanagar, Poona-Bangalore Road, Hubli 580031 (India); Hosmath, R.S. [Department of Mechanical Engineering, K.L.E' s C.E.T., Belgaum (India)

2008-09-15

The high viscosity of vegetable oils leads to problem in pumping and spray characteristics. The inefficient mixing of vegetable oils with air contributes to incomplete combustion. The best way to use vegetable oils as fuel in compression ignition (CI) engines is to convert it into biodiesel. Biodiesel is a methyl or ethyl ester of fatty acids made from vegetable oils (both edible and non-edible) and animal fat. The main resources for biodiesel production can be non-edible oils obtained from plant species such as Pongamia pinnata (Honge oil), Jatropha curcas (Ratanjyot), Hevea brasiliensis (Rubber) and Calophyllum inophyllum (Nagchampa). Biodiesel can be used in its pure form or can be blended with diesel to form different blends. It can be used in CI engines with very little or no engine modifications. This is because it has properties similar to mineral diesel. This paper presents the results of investigations carried out on a single-cylinder, four-stroke, direct-injection, CI engine operated with methyl esters of Honge oil, Jatropha oil and sesame oil. Comparative measures of brake thermal efficiency, smoke opacity, HC, CO, NO{sub X}, ignition delay, combustion duration and heat release rates have been presented and discussed. Engine performance in terms of higher brake thermal efficiency and lower emissions (HC, CO, NO{sub X}) with sesame oil methyl ester operation was observed compared to methyl esters of Honge and Jatropha oil operation. (author)

76 FR 32332 - BASF Corp.; Filing of Food Additive Petition (Animal Use); Methyl Esters of Conjugated Linoleic...

Science.gov (United States)

2011-06-06

.... FDA-2011-F-0365] BASF Corp.; Filing of Food Additive Petition (Animal Use); Methyl Esters of... petition proposing that the food additive regulations be amended to provide for the safe use of methyl... is given that a food additive petition (FAP 2269) has been filed by BASF Corp. (BASF), 100 Campus Dr...

Analysis of chemical signatures of alkaliphiles using fatty acid methyl ester analysis

Directory of Open Access Journals (Sweden)

Basha Sreenivasulu

2017-01-01

Full Text Available Background: Fatty acids occur in nearly all living organisms as the important predominant constituents of lipids. While all fatty acids have essentially the same chemical nature, they are an extremely diverse group of compounds. Materials and Methods: To test the hypothesis, fatty acids of alkaliphiles isolates, Bacillus subtilis SVUNM4, Bacillus licheniformis SVUNM8, Bacillus methylotrohicus SVUNM9, and Paenibacillus dendritiformis SVUNM11, were characterized compared using gas chromatography-mass spectrometry (GC-MS analysis. Results: The content of investigated ten fatty acids, 1, 2-benzenedicarboxylic acid butyl 2-methylpropyl ester, phthalic acid, isobutyl 2-pentyl ester, dibutyl phthalate, cyclotrisiloxane, hexamethyl, cyclotetrasiloxane, octamethyl, dodecamethyl, heptasiloxane 1,1,3,3,5,5,7,7,9,9,11,11,13,13-etradecamethyl, 7,15-dihydroxydehydroabietic acid, methyl ester, di (trimethylsilyl ether, hentriacontane, 2-thiopheneacetic acid, undec-2-enyl ester, obviously varied among four species, suggesting each species has its own fatty acid pattern. Conclusions: These findings demonstrated that GC-MS-based fatty acid profiling analysis provides the reliable platform to classify these four species, which is helpful for ensuring their biotechnological interest and novel chemotaxonomic.

Environmental effect of rapeseed oil ethyl ester

International Nuclear Information System (INIS)

Makareviciene, V.; Janulis, P.

2003-01-01

Exhaust emission tests were conducted on rapeseed oil methyl ester (RME), rapeseed oil ethyl ester (REE) and fossil diesel fuel as well as on their mixtures. Results showed that when considering emissions of nitrogen oxides (NO x ), carbon monoxide (CO) and smoke density, rapeseed oil ethyl ester had less negative effect on the environment in comparison with that of rapeseed oil methyl ester. When fuelled with rapeseed oil ethyl ester, the emissions of NO x showed an increase of 8.3% over those of fossil diesel fuel. When operated on 25-50% bio-ester mixed with fossil diesel fuel, NO x emissions marginally decreased. When fuelled with pure rapeseed oil ethyl ester, HC emissions decreased by 53%, CO emissions by 7.2% and smoke density 72.6% when compared with emissions when fossil diesel fuel was used. Carbon dioxide (CO 2 ) emissions, which cause greenhouse effect, decreased by 782.87 g/kWh when rapeseed oil ethyl ester was used and by 782.26 g/kWh when rapeseed oil methyl ester was used instead of fossil diesel fuel. Rapeseed oil ethyl ester was more rapidly biodegradable in aqua environment when compared with rapeseed oil methyl ester and especially with fossil diesel fuel. During a standard 21 day period, 97.7% of rapeseed oil methyl ester, 98% of rapeseed oil ethyl ester and only 61.3% of fossil diesel fuel were biologically decomposed. (author)

Detailed physical properties prediction of pure methyl esters for biodiesel combustion modeling

International Nuclear Information System (INIS)

An, H.; Yang, W.M.; Maghbouli, A.; Chou, S.K.; Chua, K.J.

2013-01-01

Highlights: ► Group contribution methods from molecular level have been used for the prediction. ► Complete prediction of the physical properties for 5 methyl esters has been done. ► The predicted results can be very useful for biodiesel combustion modeling. ► Various models have been compared and the best model has been identified. ► Predicted properties are over large temperature ranges with excellent accuracies. -- Abstract: In order to accurately simulate the fuel spray, atomization, combustion and emission formation processes of a diesel engine fueled with biodiesel, adequate knowledge of biodiesel’s physical properties is desired. The objective of this work is to do a detailed physical properties prediction for the five major methyl esters of biodiesel for combustion modeling. The physical properties considered in this study are: normal boiling point, critical properties, vapor pressure, and latent heat of vaporization, liquid density, liquid viscosity, liquid thermal conductivity, gas diffusion coefficients and surface tension. For each physical property, the best prediction model has been identified, and very good agreements have been obtained between the predicted results and the published data where available. The calculated results can be used as key references for biodiesel combustion modeling.

Synthesis of γ-Nitro Aliphatic Methyl Esters Via Michael Additions Promoted by Microwave Irradiation

Directory of Open Access Journals (Sweden)

Francisco D. Díaz-Coutiño

2009-04-01

Full Text Available A simple and efficient protocol has been developed for the direct synthesis of γ-nitrobutyric acid methyl esters under microwave irradiation. This methodology reduces reaction times from days to minutes, compared to conventional conditions. Additionally, these conditions increased yields and provided cleaner reactions.

Experimental investigation on a diesel engine using neem oil and its methyl ester

Directory of Open Access Journals (Sweden)

Sivalakshmi S.

2011-01-01

Full Text Available Fuel crisis and environmental concerns have led to look for alternative fuels of bio-origin sources such as vegetable oils, which can be produced from forests, vegetable oil crops and oil bearing biomass materials. Vegetable oils have energy content comparable to diesel fuel. The effect of neem oil (NeO and its methyl ester (NOME on a direct injected four stroke, single cylinder diesel engine combustion, performance and emission is investigated in this paper. The results show that at full load, peak cylinder pressure is higher for NOME; peak heat release rate during the premixed combustion phase is lower for neat NeO and NOME. Ignition delay is lower for neat NeO and NOME when compared with diesel at full load. The brake thermal efficiency is slightly lower for NeO at all engine loads, but in the case of NOME slightly higher at full load. It has been observed that there is a reduction in NOx emission for neem oil and its methyl ester along with an increase in CO, HC and smoke emissions.

Adverse effects induced by ecgonine methyl ester to the zebra mussel: A comparison with the benzoylecgonine

International Nuclear Information System (INIS)

Parolini, Marco; Binelli, Andrea

2013-01-01

Cocaine and its metabolites are the prevalent psychotropic substances in aquatic environment. However, to date the knowledge on their adverse effects to non-target organisms is inadequate. The aims of this study were to investigate sub-lethal effects induced by the ecgonine methyl ester (EME) to the freshwater bivalve Dreissena polymorpha and to compare its toxicity to that by benzoylecgonine (BE), the other main cocaine metabolite. EME sub-lethal effects were investigated by 14 days in-vivo exposures and a multi-biomarker approach. Slight variations in biomarker responses were found at 0.15 μg/L treatment. 0.5 μg/L EME treatment induced destabilization of lysosome membranes, an overall inactivation of defense enzymes, increases in lipid peroxidation, protein carbonylation and DNA fragmentation, but no variations in fixed genetic damage. The use of a biomarker response index (BRI) showed that at 0.5 μg/L both cocaine metabolites had the same toxicity to zebra mussels specimens. -- Highlights: •Sub-lethal effects induced by ecgonine methyl ester (EME) to D. polymorpha were investigated. •Realistic EME concentrations caused notable adverse effects in treated bivalves. •EME induced oxidative injuries to treated-mussel lipids, protein and DNA. •EME toxicity was comparable to the benzoylecgonine one. -- Environmentally relevant ecgonine methyl ester concentrations induced adverse effects to zebra mussels

Chromium–tungsten–titanium mixed oxides solid catalyst for fatty acid methyl ester synthesis from palm fatty acid distillate

International Nuclear Information System (INIS)

Wan, Zuraida; Hameed, B.H.

2014-01-01

Highlights: • Chromium–tungsten–titanium mixed oxides as solid catalyst. • Catalyst used for esterification of palm fatty acid distillate to methyl esters. • The maximum methyl ester content is 83%. • Catalyst has shown good activity and can be recycled for 4 times. - Abstract: Chromium–tungsten–titanium mixed oxides solid catalysts were prepared and evaluated in the esterification of palm fatty acid distillate (PFAD) to produce fatty acid methyl ester (FAME). Esterification was conducted in a batch reactor at 110–200 °C temperature ranges. The catalysts were characterized by several techniques such as BET, TEM, FTIR, TGA, XRD, EDX and SEM. The treatment conditions during catalyst preparation, effect of reaction parameters, leaching of the active species and the recycled use of the catalyst were investigated. The catalyst with formula CrWTiO 2 was found to be the most active with maximum FAME content of 83% obtained at best reaction conditions of 170 °C for 3 h, 2:1 (methanol to oil molar ratio) and 2 wt.% catalyst dosage. The catalyst can be recycled for 4 times. The results revealed CrWTiO 2 good potentials for use in esterification of high acid value oil

Improving the Cold Temperature Properties of Tallow-Based Methyl Ester Mixtures Using Fractionation, Blending, and Additives

Science.gov (United States)

Elwell, Caleb

Beef tallow is a less common feedstock source for biodiesel than soy or canola oil, but it can have economic benefits in comparison to these traditional feedstocks. However, tallow methyl ester (TME) has the major disadvantage of poor cold temperature properties. Cloud point (CP) is an standard industry metric for evaluating the cold temperature performance of biodiesel and is directly related to the thermodynamic properties of the fuel's constituents. TME has a CP of 14.5°C compared with 2.3°C for soy methyl ester (SME) and -8.3°C for canola methyl ester (CME). In this study, three methods were evaluated to reduce the CP of TME: fractionation, blending with SME and CME, and using polymer additives. TME fractionation (i.e. removal of specific methyl ester constituents) was simulated by creating FAME mixtures to match the FAME profiles of fractionated TME. The fractionation yield was found to be highest at the eutectic point of methyl palmitate (MP) and methyl stearate (MS), which was empirically determined to be at a MP/(MP+MS) ratio of approximately 82%. Since unmodified TME has a MP/(MP+MS) ratio of 59%, initially only MS should be removed to produce a ratio closer to the eutectic point to reduce CP and maximize yield. Graphs relating yield (with 4:1 methyl stearate to methyl oleate carryover) to CP were produced to determine the economic viability of this approach. To evaluate the effect of blending TME with other methyl esters, SME and CME were blended with TME at blend ratios of 0 to 100%. Both the SME/TME and CME/TME blends exhibited decreased CPs with increasing levels of SME and CME. Although the CP of the SME/TME blends varied linearly with SME content, the CP of the CME/TME blends varied quadratically with CME content. To evaluate the potential of fuel additives to reduce the CP of TME, 11 different polymer additives were tested. Although all of these additives were specifically marketed to enhance the cold temperature properties of petroleum diesel or

Effect of biodiesel production parameters on viscosity and yield of methyl esters: Jatropha curcas, Elaeis guineensis and Cocos nucifera

Directory of Open Access Journals (Sweden)

Godwin Kafui Ayetor

2015-12-01

Full Text Available In this study, the effect of H2SO4 on viscosity of methyl esters from Jatropha oil (JCME, palm kernel oil (PKOME from Elaeis guineensis species, and coconut oil (COME has been studied. Effect of methanol to oil molar mass ratio on yield of the three feedstocks has also been studied. Methyl ester yield was decreased by esterification process using sulphuric acid anhydrous (H2SO4. Jatropha methyl ester experienced a viscosity reduction of 24% (4.1–3.1 mm2/s with the addition of 1% sulphuric acid. In this work palm kernel oil (PKOME, coconut oil (COME and Jatropha oil (JCME were used as feedstocks for the production of biodiesel to investigate optimum parameters to obtain high yield. For each of the feedstock, the biodiesel yield increased with increase in NaOH concentration. The highest yield was obtained with 1% NaOH concentration for all. The effect of methanol in the range of 4:1–8:1 (molar ratio was investigated, keeping other process parameters fixed. Optimum ratios of palm kernel oil and coconut oil biodiesels yielded 98% each at methanol:oil molar ratio of 8:1. The physiochemical properties obtained for each methyl showed superior properties compared with those reported in published data.

Morphology and performance of poly(2-methoxy-5-(20-ethyl-hexyloxy)-p-phenylenevinylene) (MEH-PPV) : (6,6)-phenyl-C61-butyric acid methyl ester (PCBM) based polymer solar cells

NARCIS (Netherlands)

Liu, L.J.; Bavel, van S.S.; Wen, S.P.; Yang, X.N.; Loos, J.

2013-01-01

Polymer solar cells were fabricated based on composite films of poly(2-methoxy-5-(2-ethyl-hexyloxy)-1,4-phenylenevinylene) (MEH-PPV):fullerene derivative (6,6)-phenyl-C61-butyric acid methyl ester (PCBM) with weight blend ratio of 1:3, 1:4 and 1:5, spin-coated from chloroform (CF), chlorobenzene

Synthesis of new fatty acids amides from aminolysis of fatty acid methyl esters (FAMEs)

International Nuclear Information System (INIS)

Lopes, Carolina R.; Montes D'Oca, Caroline da Ros; Duarte, Rodrigo da C.; Kurz, Marcia H.S.; Primel, Ednei G.; Clementin, Rosilene M.; Villarreyes, Joaquin Ariel M.; Montes D'Oca, Marcelo G.

2010-01-01

Recent biochemical and pharmacological studies have led to the characterization of different fatty acid amides as a new family of biologically active lipids. Here, we describe the synthesis of new amides from C16:0, 18:0, 18:1 and 18:1, OH fatty acids (FFA) families with cyclic and acyclic amines and demonstrate for the first time that these compounds produce cytotoxic effects. Application of this method to the synthesis of fatty acid amides was performed using the esters aminolysis as a key step and various carboxylic amides were prepared in good yield from fatty acid methyl esters (FAMEs). (author)

Synthesis and characterization of a thermo-sensitive poly( N-methyl acryloylglycine methyl ester) used as a drug release carrier

Science.gov (United States)

Deng, Kui-Lin; Zhong, Hai-Bin; Jiao, Yi-Suo; Fan, Ting; Qiao, Xiao; Zhang, Peng-Fei; Ren, Xiao-Bo

2010-06-01

In this article, poly( N-methyl acryloylglycine methyl ester) (PNMAME) was prepared as a novel thermosensitive material with a lower critical solution temperature (LCST) at around 49.5°C. The chemical structures of the monomer NMAME and PNMAME were characterized by 1H NMR and IR measurements. The LCST was investigated systematically as a function of PNMAME concentration, inorganic salt solution and pH value. The results indicated that LCST of PNMAME was obviously dependent on PNMAME concentration and pH. The LCST was increased with a decrease in pH value and PNMAME concentration. To obtain a thermo-sensitive hydrogel with the phase transition temperature close to human body temperature, the copolymerization was conducted between NMAME and N-acryloylglycine ethyl ester (NAGEE). The release behavior of caffeine was evaluated at different temperatures and contents of cross-linkers ( N, N-methylenebis(acrylamide) (NMBA)). The increase of cross-linker content led to a decrease in the release rate of caffeine due to higher crossing density in the hydrogel network. In addition, a faster release of caffeine from the hydrogel with 3% NMBA at 37°C was found in contrast to that at 18°C.

Influence of fuel injection pressures on Calophyllum inophyllum methyl ester fuelled direct injection diesel engine

International Nuclear Information System (INIS)

Nanthagopal, K.; Ashok, B.; Karuppa Raj, R. Thundil

2016-01-01

Highlights: • Effect of injection pressure of Calophyllum inophyllum biodiesel is investigated. • Engine characteristics of 100% Calophyllum inophyllum biodiesel has been performed. • Calophyllum inophyllum is a non-edible source for biodiesel production. • Increase in injection pressure of biodiesel, improves the fuel economy. • Incylinder pressure characteristics of biodiesel follows similar trend as of diesel. - Abstract: The trend of using biodiesels in compression ignition engines have been the focus in recent decades due to the promising environmental factors and depletion of fossil fuel reserves. This work presents the effect of Calophyllum inophyllum methyl ester on diesel engine performance, emission and combustion characteristics at different injection pressures. Experimental investigations with varying injection pressures of 200 bar, 220 bar and 240 bar have been carried out to analyse the parameters like brake thermal efficiency, specific fuel consumption, heat release rate and engine emissions of direct injection diesel engine fuelled with 100% biodiesel and compared with neat diesel. The experimental results revealed that brake specific fuel consumption of C. inophyllum methyl ester fuelled engine has been reduced to a great extent with higher injection pressure. Significant reduction in emissions of unburnt hydrocarbons, carbon monoxide and smoke opacity have been observed during fuel injection of biodiesel at 220 bar compared to other fuel injection pressures. However oxides of nitrogen increased with increase in injection pressures of C. inophyllum methyl ester and are always higher than that of neat diesel. In addition the combustion characteristics of biodiesel at all injection pressures followed a similar trend to that of conventional diesel.

Stereoselective semi-hydrogenation and deuteration of a diacetylenic precursor of leukotriene B4 methyl ester

International Nuclear Information System (INIS)

Pontikis, R.; Le Merrer, Y.; Depezay, J.-C.; Petillot, Y.; Rousseau, B.; Beaucourt, J.P.

1990-01-01

[6,7,14,15- 2 H4]-Leukotriene B4 methyl ester was prepared by reduction with deuterium gas of a suitable precursor (deuterium incorporation > 90%). Several catalytic semi-hydrogenations were affected in order to determine the best conditions for the labeling step. (author)

Direct aerobic oxidation of primary alcohols to methyl esters catalyzed by a heterogeneous gold catalyst

DEFF Research Database (Denmark)

Nielsen, Inger Staunstrup; Taarning, Esben; Egeblad, Kresten

2007-01-01

Methyl esters can be produced in high yield by oxidising methanolic solutions of primary alcohols with dioxygen over a heterogeneous gold catalyst. The versatility of this new methodology is demonstrated by the fact that alkylic, benzylic and allylic alcohols, as well as alcohols containing...

Pyrimidine and nucleoside gamma-esters of L-Glu-Sar

DEFF Research Database (Denmark)

Eriksson, André H; Elm, Peter L; Begtrup, Mikael

2005-01-01

-tetrahydrofuran-3-yl ester)-Sar (I), l-Glu(thymine-1-yl-methyl ester)-Sar (II) and l-Glu(acyclothymidine)-Sar (III) were synthesised and in vitro stability was studied in various aqueous and biological media. Affinity to and translocation via hPEPT1 was investigated in mature Caco-2 cell monolayers, grown......The aim of the present study was to improve the synthetic pathway of bioreversible dipeptide derivatives as well as evaluate the potential of using l-Glu-Sar as a pro-moiety for delivering three newly synthesised nucleoside and pyrimidine l-Glu-Sar derivatives. l-Glu(trans-2-thymine-1-yl...

Preparation and Evaluation of Jojoba Oil Methyl Ester as Biodiesel and as Blend Components in Ultra Low Sulfur Diesel Fuel

Science.gov (United States)

The jojoba plant (Simmondsia chinensis L.) produces seeds that contain around 50 to 60 weight percent of inedible long-chain wax esters that are suitable as a potential feedstock for biodiesel production. A Jojoba oil methyl ester (JME) was prepared in effort to evaluate an important fuel propertie...

Usage of methyl ester of tall oil fatty acids and resinic acids as alternative diesel fuel

International Nuclear Information System (INIS)

Keskin, Ali; Yasar, Abdulkadir; Guerue, Metin; Altiparmak, Duran

2010-01-01

In the experimental study, tall oil fatty and resinic acids were investigated as alternative diesel fuels. The fatty acids, obtained by distilling the crude tall oil, were esterified with methanol in order to obtain tall oil methyl ester (biodiesel). Blends of the methyl ester, resinic acids and diesel fuel were prepared for test fuels. Performance and emission tests of the test fuels were carried out in an unmodified direct injection diesel engine on full load conditions. The results showed that the specific fuel consumption (SFC) with the blend fuels did not show a significant change. CO emission and smoke level decreased up to 23.91% and 19.40%, respectively. In general, NO x emissions showed on trend of increasing with the blend fuels (up to 25.42%). CO 2 emissions did not vary with the blend fuels significantly.

Usage of methyl ester of tall oil fatty acids and resinic acids as alternative diesel fuel

Energy Technology Data Exchange (ETDEWEB)

Keskin, Ali; Yasar, Abdulkadir [Tarsus Technical Education Faculty, Mersin University, 33500 Mersin (Turkey); Guerue, Metin [Engineering and Architectural Faculty, Gazi University, 06570 Maltepe, Ankara (Turkey); Altiparmak, Duran [Technical Education Faculty, Gazi University, 06500 Ankara (Turkey)

2010-12-15

In the experimental study, tall oil fatty and resinic acids were investigated as alternative diesel fuels. The fatty acids, obtained by distilling the crude tall oil, were esterified with methanol in order to obtain tall oil methyl ester (biodiesel). Blends of the methyl ester, resinic acids and diesel fuel were prepared for test fuels. Performance and emission tests of the test fuels were carried out in an unmodified direct injection diesel engine on full load conditions. The results showed that the specific fuel consumption (SFC) with the blend fuels did not show a significant change. CO emission and smoke level decreased up to 23.91% and 19.40%, respectively. In general, NO{sub x} emissions showed on trend of increasing with the blend fuels (up to 25.42%). CO{sub 2} emissions did not vary with the blend fuels significantly. (author)

Performance and emission of generator Diesel engine using methyl esters of palm oil and diesel blends at different compression ratio

Science.gov (United States)

Aldhaidhawi, M.; Chiriac, R.; Bădescu, V.; Pop, H.; Apostol, V.; Dobrovicescu, A.; Prisecaru, M.; Alfaryjat, A. A.; Ghilvacs, M.; Alexandru, A.

2016-08-01

This study proposes engine model to predicate the performance and exhaust gas emissions of a single cylinder four stroke direct injection engine which was fuelled with diesel and palm oil methyl ester of B7 (blends 7% palm oil methyl ester with 93% diesel by volume) and B10. The experiment was conducted at constant engine speed of 3000 rpm and different engine loads operations with compression ratios of 18:1, 20:1 and 22:1. The influence of the compression ratio and fuel typeson specific fuel consumption and brake thermal efficiency has been investigated and presented. The optimum compression ratio which yields better performance has been identified. The result from the present work confirms that biodiesel resulting from palm oil methyl ester could represent a superior alternative to diesel fuel when the engine operates with variable compression ratios. The blends, when used as fuel, result in a reduction of the brake specific fuel consumption and brake thermal efficiency, while NOx emissions was increased when the engine is operated with biodiesel blends.

The phytotoxic effects and biodegradability of stored rapeseed oil and rapeseed oil methyl ester

Directory of Open Access Journals (Sweden)

V. VAUHKONEN

2008-12-01

Full Text Available The aims of this study were to determine the phytotoxicity of stored rapeseed (Brassica rapa oil (RSO and rapeseed oil methyl ester (RME after "spill like" contamination on the growth of barley (Hordeum vulgare and the biodegradability of these substances in OECD 301F test conditions and in ground water. Rapeseed oil and rapeseed oil methyl ester were both stored for a period of time and their fuel characteristics (e.g. acid number had changed from those set by the fuel standards and are considered to have an effect on its biodegradation. The phytotoxicity was tested using two different types of barley cultivars: ‘Saana’ and ‘Vilde’. The phytotoxic effect on the barley varieties was determined, after the growth season, by measuring the total biomass growth and the mass of 1000 kernels taken from the tests plots. Also visual inspection was used to determine what the effects on the barley growth were. These measurements suggest that both RSO and RME have a negative impact on barley sprouts and therefore the total growth of the barley. RSO and RME both decreased the total amount of harvested phytomass. The weight of 1000 kernels increased with low concentrations of these contaminants and high contamination levels reduced the mass of the kernels. The results of these experiments suggest that the stored rapeseed oil and rapeseed oil methyl ester are both phytotoxic materials and therefore will cause substantial loss of vegetation in the case of a fuel spill. The RSO and RME biodegraded effectively in the measurement period of 28 days under OECD test conditions: the degree of biodegradation being over 60%. The biodegradation in the ground water was much slower: the degree of biodegradation being about 10% after 28 days.;

Branched-chain dicationic ionic liquids for fatty acid methyl ester assessment by gas chromatography.

Science.gov (United States)

Talebi, Mohsen; Patil, Rahul A; Sidisky, Leonard M; Berthod, Alain; Armstrong, Daniel W

2017-12-06

Twelve bis- or dicationic ionic liquids (ILs) including eight based on imidazolium, a single one based on phosphonium, and three based on pyrrolidinium cationic units were prepared with the bis(trifluoromethyl sulfonyl) imide anion. The two identical cationic moieties were attached by different alkyl spacers having three or five carbons and differing alkyl substituents attached to the spacer. The SLB-IL111 column, as the most polar commercial stationary phase known, was included in the study for comparison. Isothermal separations of a rapeseed oil fatty acid methyl ester (FAME) sample were used to study and compare the 12 IL-based column performances and selectivities. The retention times of the most retained methyl esters of lignoceric (C24:0) and erucic (C22:1) acids were used to estimate the IL polarity. The phosphonium dicationic IL column was, by far, the least polar. Imidazolium-based dicationic IL columns were the most polar. Polarity and selectivity for the FAME separation were somewhat related. The separation of a 37-FAME standard mixture allowed the investigation of selectivity variations observed on the 12 IL-based columns under temperature gradients up to 230 °C. The remarkable selectivity of the IL-based columns is demonstrated by the detailed analysis of the cis/trans C18:1 isomers of a partially hydrogenated vegetable oil sample on 30-m columns, separations competing with that done following an "official method" performed on a 100-m column. Graphical abstract Separation of fatty acid methyl esters on a 30-m 3m 2 C 5 (mpy) 2 . 2NTf 2 branched-chain dicationic IL-based column. Branched chain dicationic ILs show great selectivity for separation of cis/trans, ω-3/ω-6, and detailed analysis of cis/trans fats.

Palladium-mediated conversion of para-aminoarylboronic esters into para-aminoaryl- 11C-methanes

DEFF Research Database (Denmark)

Andersen, Valdemar Lykke; Herth, Matthias Manfred; Lehel, Szabolcs

2013-01-01

of free amines. Aryl boronic esters containing primary, secondary, and tertiary amines were successfully converted into corresponding labeled methyl derivatives in suf¿cient radiochemical yield to apply this method for tracer development. This procedure was applied to the labeling of CIMBI-712......Cross-couplings are an alternative to conventional 11C-methylations which are generally employed in PET tracer synthesis. Therefore, we set out to develop a general procedure for the synthesis of para-11CH3 labeled aromatic amines from the corresponding para-aminoarylboronic esters in the presence...

Fatty acid methyl esters synthesis from non-edible vegetable oils using supercritical methanol and methyl tert-butyl ether

International Nuclear Information System (INIS)

Lamba, Neha; Modak, Jayant M.; Madras, Giridhar

2017-01-01

Highlights: • FAMEs were synthesized from non-edible oils using supercritical MeOH and MTBE. • Effect of time, temperature, pressure and molar ratio on conversions was studied. • Rate constants of reaction with methanol and MTBE differ by an order of magnitude. • Non-catalytic supercritical reactions are one order faster than acid catalyzed synthesis. - Abstract: Fatty acid methyl esters (FAMEs) are useful as biodiesel and have environmental benefits compared to conventional diesel. In this study, these esters were synthesized non-catalytically from non-edible vegetable oils: neem oil and mahua oil with two different methylating agents: methanol and methyl tert-butyl ether (MTBE). The effects of temperature, pressure, time and molar ratio on the conversion of triglycerides were studied. The temperature was varied in the range of 523–723 K with molar ratios upto 50:1 and a reaction time of upto 150 min. Conversion of neem and mahua oil to FAMEs with supercritical methanol was found to be 83% in 15 min and 99% in 10 min, respectively at 698 K. Further, a conversion of 46% of mahua oil and 59% of neem oil was obtained in 15 min at 723 K using supercritical MTBE. The rate constants evaluated using pseudo first order reaction kinetics were in the range of 4.7 × 10"−"6 to 1.0 × 10"−"3 s"−"1 for the investigated range of temperatures. The activation energies obtained were in the range of 62–113 kJ/mol for the reaction systems investigated. The supercritical synthesis was found to be superior to the catalytic synthesis of the corresponding FAMEs.

Test results of pongamia pinnata methyl esters with direct injection diesel engine

International Nuclear Information System (INIS)

Bannikov, MG.; Chattha, J.A.; Khan, A.F.

2011-01-01

Pongamia Pinnata oil is considered as a potential source of biodiesel production in Pakistan. When selecting source for commercial production of biodiesel several criteria are used. One of them is that biodiesel or biodiesel/diesel fuel blends must provide satisfactory performance and emissions of the diesel engine without or with a little engine modification. In this research performance and emissions characteristics of a direct injection diesel engine running on Pongamia Pinnata methyl esters were discussed. Discussion was supported by an analysis of combustion characteristics derived from in-cylinder pressure data. Engine running on a neat biodiesel showed higher brake specific fuel consumption and lower brake fuel conversion efficiency at all loads, whereas emissions were improved except of carbon monoxide emission at high loads. Decrease in brake efficiency and reduction of nitrogen oxides emissions were attributed solely to the change in the rate of heat release. Deposits on fuel infector nozzle were observed when engine was running on the neat biodiesel. Based on test results conclusion was made that Pongamia biodiesel/diesel fuel blends can effectively be used as a diesel oil substitute. (author)

Modeling of the oxidation of methyl esters—Validation for methyl hexanoate, methyl heptanoate, and methyl decanoate in a jet-stirred reactor

Science.gov (United States)

Glaude, Pierre Alexandre; Herbinet, Olivier; Bax, Sarah; Biet, Joffrey; Warth, Valérie; Battin-Leclerc, Frédérique

2013-01-01

The modeling of the oxidation of methyl esters was investigated and the specific chemistry, which is due to the presence of the ester group in this class of molecules, is described. New reactions and rate parameters were defined and included in the software EXGAS for the automatic generation of kinetic mechanisms. Models generated with EXGAS were successfully validated against data from the literature (oxidation of methyl hexanoate and methyl heptanoate in a jet-stirred reactor) and a new set of experimental results for methyl decanoate. The oxidation of this last species was investigated in a jet-stirred reactor at temperatures from 500 to 1100 K, including the negative temperature coefficient region, under stoichiometric conditions, at a pressure of 1.06 bar and for a residence time of 1.5 s: more than 30 reaction products, including olefins, unsaturated esters, and cyclic ethers, were quantified and successfully simulated. Flow rate analysis showed that reactions pathways for the oxidation of methyl esters in the low-temperature range are similar to that of alkanes. PMID:23710076

Construction of combustion models for rapeseed methyl ester bio-diesel fuel for internal combustion engine applications.

Science.gov (United States)

Golovitchev, Valeri I; Yang, Junfeng

2009-01-01

Bio-diesel fuels are non-petroleum-based diesel fuels consisting of long chain alkyl esters produced by the transesterification of vegetable oils, that are intended for use (neat or blended with conventional fuels) in unmodified diesel engines. There have been few reports of studies proposing theoretical models for bio-diesel combustion simulations. In this study, we developed combustion models based on ones developed previously. We compiled the liquid fuel properties, and the existing detailed mechanism of methyl butanoate ester (MB, C(5)H(10)O(2)) oxidation was supplemented by sub-mechanisms for two proposed fuel constituent components, C(7)H(16) and C(7)H(8)O (and then, by mp2d, C(4)H(6)O(2) and propyne, C(3)H(4)) to represent the combustion model for rapeseed methyl ester described by the chemical formula, C(19)H(34)O(2) (or C(19)H(36)O(2)). The main fuel vapor thermal properties were taken as those of methyl palmitate C(19)H(36)O(2) in the NASA polynomial form of the Burcat database. The special global reaction was introduced to "crack" the main fuel into its constituent components. This general reaction included 309 species and 1472 reactions, including soot and NO(x) formation processes. The detailed combustion mechanism was validated using shock-tube ignition-delay data under diesel engine conditions. For constant volume and diesel engine (Volvo D12C) combustion modeling, this mechanism could be reduced to 88 species participating in 363 reactions.

Fatty acid methyl ester profiles of bat wing surface lipids.

Science.gov (United States)

Pannkuk, Evan L; Fuller, Nathan W; Moore, Patrick R; Gilmore, David F; Savary, Brett J; Risch, Thomas S

2014-11-01

Sebocytes are specialized epithelial cells that rupture to secrete sebaceous lipids (sebum) across the mammalian integument. Sebum protects the integument from UV radiation, and maintains host microbial communities among other functions. Native glandular sebum is composed primarily of triacylglycerides (TAG) and wax esters (WE). Upon secretion (mature sebum), these lipids combine with minor cellular membrane components comprising total surface lipids. TAG and WE are further cleaved to smaller molecules through oxidation or host enzymatic digestion, resulting in a complex mixture of glycerolipids (e.g., TAG), sterols, unesterified fatty acids (FFA), WE, cholesteryl esters, and squalene comprising surface lipid. We are interested if fatty acid methyl ester (FAME) profiling of bat surface lipid could predict species specificity to the cutaneous fungal disease, white nose syndrome (WNS). We collected sebaceous secretions from 13 bat spp. using Sebutape(®) and converted them to FAME with an acid catalyzed transesterification. We found that Sebutape(®) adhesive patches removed ~6× more total lipid than Sebutape(®) indicator strips. Juvenile eastern red bats (Lasiurus borealis) had significantly higher 18:1 than adults, but 14:0, 16:1, and 20:0 were higher in adults. FAME profiles among several bat species were similar. We concluded that bat surface lipid FAME profiling does not provide a robust model predicting species susceptibility to WNS. However, these results provide baseline data that can be used for lipid roles in future ecological studies, such as life history, diet, or migration.

Stereoselective semi-hydrogenation and deuteration of a diacetylenic precursor of leukotriene B sub 4 methyl ester

Energy Technology Data Exchange (ETDEWEB)

Pontikis, R.; Le Merrer, Y.; Depezay, J.-C. (U.D.C. CNRS-INSERM (URA 400), 75, Paris (France). Lab. de Chimie et Biochimie Pharamacologiques et Toxicologiques); Petillot, Y.; Rousseau, B.; Beaucourt, J.P. (CEA Centre d' Etudes Nucleaires de Saclay, 91 - Gif-sur-Yvette (France). Service des Molecules Marquees)

1990-10-01

(6,7,14,15-{sup 2}H4)-Leukotriene B4 methyl ester was prepared by reduction with deuterium gas of a suitable precursor (deuterium incorporation > 90%). Several catalytic semi-hydrogenations were affected in order to determine the best conditions for the labeling step. (author).

THE EFFECT OF KARANJA OIL METHYL ESTER ON KIRLOSKAR HA394DI DIESEL ENGINE PERFORMANCE AND EXHAUST EMISSIONS

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Sharanappa K Godiganur

2010-01-01

Full Text Available Biofuels are being investigated as potential substitutes for current high pollutant fuels obtained from the conventional sources. The primary problem associated with using straight vegetable oil as fuel in a compression ignition engine is caused by viscosity. The process of transesterifiction of vegetable oil with methyl alcohol provides a significant reduction in viscosity, thereby enhancing the physical properties of vegetable oil. The Kirloskar HA394 compression ignition, multi cylinder diesel engine does not require any modification to replace diesel by karanja methyl ester. Biodiesel can be used in its pure form or can be blended with diesel to form different blends. The purpose of this research was to evaluate the potential of karanja oil methyl ester and its blend with diesel from 20% to 80% by volume. Engine performance and exhaust emissions were investigated and compared with the ordinary diesel fuel in a diesel engine. The experimental results show that the engine power of the mixture is closed to the values obtained from diesel fuel and the amounts of exhaust emissions are lower than those of diesel fuel. Hence, it is seen that the blend of karanja ester and diesel fuel can be used as an alternative successfully in a diesel engine without any modification and in terms of emission parameters; it is an environmental friendly fuel

Effects of partial hydrogenation, epoxidation, and hydroxylation on the fuel properties of fatty acid methyl esters

Energy Technology Data Exchange (ETDEWEB)

Wadumesthrige, Kapila; Salley, Steven O.; Ng, K.Y. Simon [Department of Chemical Engineering and Materials Science, Wayne State University, 5050 Anthony Wayne Drive, Detroit, MI 48202 (United States)

2009-10-15

The properties of biodiesel depend on the chemical structure of individual fatty acid methyl esters (FAME). In this work the chemical structure of fatty acid chains was modified by catalytic hydrogenation, epoxidation and hydroxylation under controlled conditions. Hydrolysis of ester functionality or oxidation of fatty acid chain was not observed during these reactions. The properties of hydrogenated FAME strongly depend on the hydrogenation time. The total saturated fatty acid (SFA) percentage increased from 29.3% to 76.2% after 2 h of hydrogenation. This hydrogenated FAME showed higher oxidation stability and higher cetane number but poor cold flow properties. Formation of trans FAME was observed during hydrogenation. Both hydroxylation and epoxidation resulted in a decrease of unsaturated fatty acid methyl ester (UFA) fraction. The percentages of total unsaturated FAME decreased 39% in the epoxidation reaction and 44% in the hydroxylation reaction. The addition of hydroxyl groups to the unsaturated regions of the fatty acid chain yields biodiesel with better cold flow properties, increased lubricity and slightly increased oxidative stability. However, epoxy FAME shows some interesting properties such as higher oxidation stability, higher cetane number and acceptable cold flow properties, which met the limits of ASTM D6751 biodiesel specifications. (author)

COMBUSTION ANALYSIS OF ALGAL OIL METHYL ESTER IN A DIRECT INJECTION COMPRESSION IGNITION ENGINE

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HARIRAM V.

2013-02-01

Full Text Available Algal oil methyl ester was derived from microalgae (Spirulina sp. The microalga was cultivated in BG 11 media composition in a photobioreactor. Upon harvesting, the biomass was filtered and dried. The algal oil was obtained by a two step solvent extraction method using hexane and ether solvent. Cyclohexane was added to biomass to expel the remaining algal oil. By this method 92% of algal oil is obtained. Transesterification process was carried out to produce AOME by adding sodium hydroxide and methanol. The AOME was blended with straight diesel in 5%, 10% and 15% blend ratio. Combustion parameters were analyzed on a Kirloskar single cylinder direct injection compression ignition engine. The cylinder pressure characteristics, the rate of pressure rise, heat release analysis, performance and emissions were studied for straight diesel and the blends of AOME’s. AOME 15% blend exhibits significant variation in cylinder pressure and rate of heat release.

Synthesis of methyl esters from waste cooking oil using construction waste material as solid base catalyst.

Science.gov (United States)

Balakrishnan, K; Olutoye, M A; Hameed, B H

2013-01-01

The current research investigates synthesis of methyl esters by transesterification of waste cooking oil in a heterogeneous system, using barium meliorated construction site waste marble as solid base catalyst. The pretreated catalyst was calcined at 830 °C for 4h prior to its activity test to obtained solid oxide characterized by scanning electron microscopy/energy dispersive spectroscopy, BET surface area and pore size measurement. It was found that the as prepared catalyst has large pores which contributed to its high activity in transesterification reaction. The methyl ester yield of 88% was obtained when the methanol/oil molar ratio was 9:1, reaction temperature at 65 °C, reaction time 3h and catalyst/oil mass ratio of 3.0 wt.%. The catalyst can be reused over three cycles, offer low operating conditions, reduce energy consumption and waste generation in the production of biodiesel. Copyright © 2012 Elsevier Ltd. All rights reserved.

Direct methylation procedure for converting fatty amides to fatty acid methyl esters in feed and digesta samples.

Science.gov (United States)

Jenkins, T C; Thies, E J; Mosley, E E

2001-05-01

Two direct methylation procedures often used for the analysis of total fatty acids in biological samples were evaluated for their application to samples containing fatty amides. Methylation of 5 mg of oleamide (cis-9-octadecenamide) in a one-step (methanolic HCl for 2 h at 70 degrees C) or a two-step (sodium methoxide for 10 min at 50 degrees C followed by methanolic HCl for 10 min at 80 degrees C) procedure gave 59 and 16% conversions of oleamide to oleic acid, respectively. Oleic acid recovery from oleamide was increased to 100% when the incubation in methanolic HCl was lengthened to 16 h and increased to 103% when the incubation in methoxide was modified to 24 h at 100 degrees C. However, conversion of oleamide to oleic acid in an animal feed sample was incomplete for the modified (24 h) two-step procedure but complete for the modified (16 h) one-step procedure. Unsaturated fatty amides in feed and digesta samples can be converted to fatty acid methyl esters by incubation in methanolic HCl if the time of exposure to the acid catalyst is extended from 2 to 16 h.

Spectroscopic studies of the quality of WCO (Waste Cooking Oil fatty acid methyl esters

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Matwijczuk Arkadiusz

2018-01-01

Full Text Available Different kinds of biodiesel fuels become more and more attractive form of fuel due to their unique characteristics such as: biodegradability, replenishability, and what is more a very low level of toxicity in terms of using them as a fuel. The test on the quality of diesel fuel is becoming a very important issue mainly due to the fact that its high quality may play an important role in the process of commercialization and admitting it on the market. The most popular techniques among the wellknown are: molecular spectroscopy and molecular chromatography (especially the spectroscopy of the electron absorption and primarily the infrared spectroscopy (FTIR.The issue presents a part of the results obtained with the use of spectroscopy of the electron absorption and in majority infrared spectroscopy FTIR selected for testing samples of the acid fats WCO (Waste Cooking Oil types. The samples were obtained using laboratory methods from sunflower oil and additionally from waste animal fats delivered from slaughterhouses. Acid methyl esters were selected as references to present the samples. In order to facilitate the spectroscopic analysis, free glycerol, methanol, esters and methyl linolenic acid were measured

Intramolecular carbenoid ylide forming reactions of 2-diazo-3-keto-4-phthalimidocarboxylic esters derived from methionine and cysteine

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Marc Enßle

2012-03-01

Full Text Available Methionine, S-benzylcysteine and S-allylcysteine were converted into 2-diazo-3-oxo-4-phthalimidocarboxylic esters 8a–c in three steps. Upon rhodium-catalysed dediazoniation, two intramolecular carbenoid reactions competed, namely the formation of a cyclic sulfonium ylide and that of a six-ring carbonyl ylide. The S-methyl and S-benzyl ylides 12a and b could be isolated, while S-allyl ylide 12c underwent a [2,3]-sigmatropic rearrangement. The short-lived carbonyl ylides derived from methionine and S-benzylcysteine formed head-to-tail dimers by a [3 + 3]-cycloaddition and could be trapped with external dipolarophiles, while the S-allyl derivative 14c yielded the pentacyclic compound 17 by an intramolecular [3 + 2]-cycloaddition reaction.

GC-MS ANALYSIS OF THE FATTY ACID METHYL ESTER IN JAPANESE QUAIL FAT

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Ion Dragalin

2015-12-01

Full Text Available The accumulated as production waste fat from Faraon quail breeds has been investigated for the first time by using GC-MS technique, preventively converting it via methanolysis to fatty acid methyl esters. The test results, regarding the content of unsaturated fatty acids having a favorable to human body cis-configuration (77.8%, confirm their nutritional value and the possibility of using this fat in cosmetic, pharmaceutical and food industries.

Rapid Enzymatic Method for Pectin Methyl Esters Determination

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Lucyna Łękawska-Andrinopoulou

2013-01-01

Full Text Available Pectin is a natural polysaccharide used in food and pharma industries. Pectin degree of methylation is an important parameter having significant influence on pectin applications. A rapid, fully automated, kinetic flow method for determination of pectin methyl esters has been developed. The method is based on a lab-made analyzer using the reverse flow-injection/stopped flow principle. Methanol is released from pectin by pectin methylesterase in the first mixing coil. Enzyme working solution is injected further downstream and it is mixed with pectin/pectin methylesterase stream in the second mixing coil. Methanol is oxidized by alcohol oxidase releasing formaldehyde and hydrogen peroxide. This reaction is coupled to horse radish peroxidase catalyzed reaction, which gives the colored product 4-N-(p-benzoquinoneimine-antipyrine. Reaction rate is proportional to methanol concentration and it is followed using Ocean Optics USB 2000+ spectrophotometer. The analyzer is fully regulated by a lab written LabVIEW program. The detection limit was 1.47 mM with an analysis rate of 7 samples h−1. A paired t-test with results from manual method showed that the automated method results are equivalent to the manual method at the 95% confidence interval. The developed method is rapid and sustainable and it is the first application of flow analysis in pectin analysis.

Microalgal fatty acid methyl ester a new source of bioactive compounds with antimicrobial activity

OpenAIRE

Arumugham Suresh; Ramasamy Praveenkumar; Ramasamy Thangaraj; Felix Lewis Oscar; Edachery Baldev; Dharumadurai Dhanasekaran; Nooruddin Thajuddin

2014-01-01

Objective: To evaluate fatty acid composition and the antimicrobial activity of the major fraction of fatty acid methyl ester (FAME) extracts from three microalgae collected from freshwater lakes in Theni District, Tamil Nadu, India. Methods: Antimicrobial study was carried out by well diffusion method against bacterial as well as fungal pathogens such as Escherichia coli, Staphylococcus aureus, Enterobacter sp., Klebsiella sp., Salmonella typhi, Fusarium sp., Cryptococcus sp.,...

Effects of fatty acid methyl esters proportion on combustion and emission characteristics of a biodiesel fueled diesel engine

International Nuclear Information System (INIS)

E, Jiaqiang; Liu, Teng; Yang, W.M.; Li, Jing; Gong, Jinke; Deng, Yuanwang

2016-01-01

Highlights: • The effects of FAMEs proportion on combustion and emission were numerically studied. • The impact of the saturation level on combustion characteristic is not straightforward. • The NO_x emission is mainly related to the fuel kinetic viscosity. - Abstract: With the growing energy problems, scholars has focused on utilizing renewable biodiesel as a fossil fuel alternative. Four different typical biodiesels were employed to investigate the effects of fatty acid methyl esters proportion on combustion and emission characteristics of a biodiesel fueled diesel engine in terms of heat release rate, cylinder pressure, indicated power and formation of NO_x emission. The corresponding computational fluid dynamic modeling was performed by KIVA4 coupled CHEMKIN II code, and a special chemical kinetics mechanism consisting of 106 species and 263 reactions was developed to simulate the combustion process since it contained methyl linoleate, a majority component in most biodiesel, thereby improved the accuracy of simulation. The simulation results indicated that chemical ignition delay time and kinetic viscosity of biodiesel played very important roles in combustion process. Higher saturation level could shorten chemical ignition delay time, but the higher saturation contents like C16:0 and C18:0 together with C18:1 (a single double bond methyl ester) would increase the kinetic viscosity, resulting in poor fuel–air mixing and evaporation process. Lower kinetic viscosity methyl esters like C18:2 and C18:3 was favorable for better fuel–air mixing and subsequent combustion, however, a higher NO_x emission was discovered. Therefore, the relationship between saturation levels and combustion and emission characteristics of biodiesels is not simple and straightforward, the balance of five majority components is very important.

A convenient synthesis of deuterated leukotriene A sub 4 methyl ester

Energy Technology Data Exchange (ETDEWEB)

Bestmann, H.J.; Roeder, T. (Erlangen-Nuernberg Univ., Erlangen (Germany, F.R.). Inst. fuer Organische Chemie); Meese, C.O. (Fischer-Bosch-Inst. fuer Klinische Pharmakologie, Stuttgart (Germany, F.R.))

1989-11-01

2,2,3,3-({sup 2}H{sub 4})-1-Iodopentane was prepared in four steps from propargyl alcohol and used in the C-alkylation of the THP-protected 3-butyne-1-ol. Subsequent protective group removal, semi-deuteration of the acetylenic alcohol and further transformation by known methods afforded the labelled key reagent 3,4,6,6,7,7-({sup 2}H{sub 6})-(Z)-(3-nonen-1-yl)triphenylphosphonium iodide. Wittig olefination of epoxy dienal with the ylide generated from the latter completed the convenient synthesis of hexadeuterated leukotriene A{sub 4} methyl ester. (author).

Matrix isolation FT-IR spectroscopy and molecular orbital study of sarcosine methyl ester

Science.gov (United States)

Gómez-Zavaglia, A.; Fausto, R.

2004-02-01

N-methylglycine methyl ester (sarcosine-Me) has been studied by matrix isolation FT-IR spectroscopy and molecular orbital calculations undertaken at the DFT/B3LYP and MP2 levels of theory with the 6-311++G(d,p) and 6-31++G(d,p) basis set, respectively. Twelve different conformers were located in the potential energy surface of the studied compound, with the ASC conformer being the ground conformational state. This form is analogous to the dimethylglycine methyl ester most stable conformer and is characterized by a NH⋯O intramolecular hydrogen bond; in this form, the ester group assumes the cis configuration and the OC-C-N and Lp-N-C-C (where Lp is the nitrogen lone electron pair) dihedral angles are ca. -17.8 and 171.3°, respectively. The second most stable conformer ( GSC) differs from the ASC conformer essentially in the conformation assumed by the methylamino group, which in this case is gauche ( Lp-N-C-C dihedral angle equal to 79.4°). On the other hand, the third most stable conformer ( AAC) differs from the most stable form in the conformation of the OC-C-N axis (151.4°). These three forms were predicted to differ in energy by less than ca. 5 kJ mol -1 and represent ≈95% of the total conformational population at room temperature. FT-IR spectra were obtained for sarcosine-Me isolated in argon matrices (T=9 K) revealing the presence in the matrices of the three lowest energy conformers predicted by the calculations. The matrices were prepared by deposition of the vapour of the compound using two different nozzle temperatures, 25 and 60 °C. The relative populations of the three conformers trapped in the matrices were found to be consistent with occurrence of conformational cooling during matrix deposition and with a stabilization of the most polar GSC and AAC conformers in the matrices compared to the gas phase. Indeed, like it was previously observed for the methyl ester of dimethylglycine [Phys. Chem. Chem. Phys. 5 (2003) 52] the different

Used frying oils and fats and their utilization in the production of methyl esters of higher fatty acids

Energy Technology Data Exchange (ETDEWEB)

Cvengros, J. Jan; Cvengrosova, Zuzana [Slovak Univ. of Technology, Faculty of Chemical and Food Technology, Bratislava (Slovakia)

2004-08-01

From the point of view price and available capacity used frying oils or fats (UFO) represent an attractive raw material for the production of methyl esters (ME) of higher fatty acids as alternative fuels for diesel engines. If they are treated such that the required quality, with an acidity number up to 3.0 mg KOH/g and a water content up to 0.1 wt%, is achieved they can be processed to ME using standard techniques of alkali-catalysed transesterification with methanol which are utilized for production of the ME from new oils/fats. The problematic waste can thus be converted to an ecologically friendly fuel. Vacuum distillation of free fatty acids in a film evaporator is an effective method for simultaneously decreasing the content of FFA and water in UFO. Final distillation of raw ME in a film vacuum evaporator results in practically all parameters required by the standard, in the final ME being achieved. Undesirable low-temperature properties of ME derived from UFO, due to higher fraction of saturated acyls, can be adjusted by the addition of depressants-flow improvers for winterization. Some simplified methods for the quality control of UFO and ME are discussed. The conversion of acylglycerols to ME is monitored by GLC with a packed column, where the peak areas of ME in the sample before and after the reaction with an effective methylation agent are compared. The method for the determination of the water content in esters utilizes the reaction of calcium carbide with water, the volume of acetylene being measured. (Author)

Fatty acid methyl ester from Neurospora intermedia N-1 isolated from Indonesian red peanut cake (oncom merah).

Science.gov (United States)

Priatni, S; Hartati, S; Dewi, P; Kardono, L B S; Singgih, M; Gusdinar, T

2010-08-01

The objective of this study was to identify the Fatty Acid Methyl Ester (FAME) from Neurospora intermedia N-1 that isolated from Indonesian red peanut cake (oncom). FAME profiles have been used as biochemical characters to study many different groups of organisms, such as bacteria and yeasts. FAME from N. intermedia N-1 was obtained by some stages of extraction the orange spores and fractination using a chromatotron. The pure compound (1) was characterized by 500 mHz NMR (1H and 13C), FTIR and LC-MS. Summarized data's of 1H and 13C NMR spectra of compound 1 contained 19 Carbon, 34 Hydrogen and 2 Oxygen (C19H34O2). The position of the double bonds at carbon number 8 and 12 were indicated in the HMBC spectrum (2D-NMR). LC-MS spectrum indicates molecular weight of the compound 1 as 294 which is visible by the presence of protonated molecular ion [M+H] at m/z 295. Methyl esters of long chain fatty acids was presented by a 3 band pattern of IR spectrum with bands near 1249, 1199 and 1172 cm(-1). We suggested that the structure of the pure compound 1 is methyl octadeca-8,12-dienoate. The presence methyl octadeca-8,12-dienoate in N. intermedia is the first report.

Spectroscopic investigation of degradation of rapseed oil methyl esters

International Nuclear Information System (INIS)

Kampars, V.

2003-01-01

Investigation of rapseed oil methyl esters by US VIS and FTIR spectroscopy during the heating at 80 deg C were carried out. The degradation begins immediately after beginning of experiment. The main process at first stage is destroying of carotenoids and oxidation of polyunsaturated fatty acids by forming conjugated polyenes. Between the formation of conjugated triens and destroying of carotenoids exist definite interconnection, but there isn't evidence for the protective activity of carotenoids. As follows from FTIR spectroscopy the increase of carbonyl compounds concentration begins immediately after the start of experiment and continues all the time. Despite to the complex character the peak at 220 nm is only one spectroscopic characteristic with a sharp alteration point and may be used for the fast and simple detection of storage stability of bio diesels. (authors)

Bacillus sp. PS35 Lipase-Immobilization on Styrene-Divinyl Benzene Resin and Application in Fatty Acid Methyl Ester Synthesis.

Science.gov (United States)

Palanisamy, Kanmani; Kuppamuthu, Kumaresan; Jeyaseelan, Aravind

2015-09-01

Lipase is an enzyme with immense application potential. Ester synthesis by lipase catalysis in organic media is an area of key industrial relevance. Enzymatic preparations with traits that cater to the needs of this function are hence being intensely researched. The objectives of the study were to immobilize the lipase from Bacillus sp. PS35 by cross-linking and adsorption onto styrene-divinyl benzene (Sty-Dvb) hydrophobic resin and to comparatively characterize the free and immobilized lipase preparations. The work also aimed to apply the immobilized lipase for catalysing the fatty acid methyl ester (FAME) synthesis from palm oil and optimize the process parameters for maximizing the yield. In this study, the purified lipase from Bacillus sp. PS35 was immobilized by adsorption onto styrene-divinyl benzene hydrophobic resin with gluteraldehyde cross-linking. The immobilized enzyme showed better pH and temperature stabilities than the free lipase. Organic solvent stability was also enhanced, with the relative activity in the presence of methanol being shifted from 53% to 81%, thereby facilitating the enzyme's application in fatty acid methyl ester synthesis. It exhibited remarkable storage stability over a 30-day period and after 20 repetitive uses. Cross-linking also reduced enzyme leakage by 49%. The immobilized lipase was then applied for biodiesel production from palm oil. Methanol and oil molar ratio of 5:1, three step methanol additions, and an incubation temperature of 50°C were established to be the ideal conditions favoring the transesterification reaction, resulting in 97% methyl ester yield. These promising results offer scope for further investigation and process scale up, permitting the enzyme's commercial application in a practically feasible and economically agreeable manner.

Kojyl cinnamate ester derivatives promote adiponectin production during adipogenesis in human adipose tissue-derived mesenchymal stem cells.

Science.gov (United States)

Rho, Ho Sik; Hong, Soo Hyun; Park, Jongho; Jung, Hyo-Il; Park, Young-Ho; Lee, John Hwan; Shin, Song Seok; Noh, Minsoo

2014-05-01

The subcutaneous fat tissue mass gradually decreases with age, and its regulation is a strategy to develop anti-aging compounds to ameliorate the photo-aging of human skin. The adipogenesis of human adipose tissue-mesenchymal stem cells (hAT-MSCs) can be used as a model to discover novel anti-aging compounds. Cinnamomum cassia methanol extracts were identified as adipogenesis-promoting agents by natural product library screening. Cinnamates, the major chemical components of Cinnamomum cassia extracts, promoted adipogenesis in hAT-MSCs. We synthesized kojyl cinnamate ester derivatives to improve the pharmacological activity of cinnamates. Structure-activity studies of kojyl cinnamate derivatives showed that both the α,β-unsaturated carbonyl ester group and the kojic acid moiety play core roles in promoting adiponectin production during adipogenesis in hAT-MSCs. We conclude that kojyl cinnamate ester derivatives provide novel pharmacophores that can regulate adipogenesis in hAT-MSCs. Copyright © 2014 Elsevier Ltd. All rights reserved.

Evaluation of substituted ebselen derivatives as potential trypanocidal agents.

Science.gov (United States)

Gordhan, Heeren M; Patrick, Stephen L; Swasy, Maria I; Hackler, Amber L; Anayee, Mark; Golden, Jennifer E; Morris, James C; Whitehead, Daniel C

2017-02-01

Human African trypanosomiasis is a disease of sub-Saharan Africa, where millions are at risk for the illness. The disease, commonly referred to as African sleeping sickness, is caused by an infection by the eukaryotic pathogen, Trypanosoma brucei. Previously, a target-based high throughput screen revealed ebselen (EbSe), and its sulfur analog, EbS, to be potent in vitro inhibitors of the T. brucei hexokinase 1 (TbHK1). These molecules also exhibited potent trypanocidal activity in vivo. In this manuscript, we synthesized a series of sixteen EbSe and EbS derivatives bearing electron-withdrawing carboxylic acid and methyl ester functional groups, and evaluated the influence of these substituents on the biological efficacy of the parent scaffold. With the exception of one methyl ester derivative, these modifications ablated or blunted the potent TbHK1 inhibition of the parent scaffold. Nonetheless, a few of the methyl ester derivatives still exhibited trypanocidal effects with single-digit micromolar or high nanomolar EC 50 values. Copyright © 2016 Elsevier Ltd. All rights reserved.

PERFORMANCE AND EMISSION STUDIES ON DI-DIESEL ENGINE FUELED WITH PONGAMIA METHYL ESTER INJECTION AND METHANOL CARBURETION

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HARIBABU, N.

2010-03-01

Full Text Available The target of the present study is to clarify ignition characteristics, combustion process and knock limit of methanol premixture in a dual fuel diesel engine, and also to improve the trade-off between NOx and smoke markedly without deteriorating the high engine performance. Experiment was conducted to evaluate the performance and emission characteristics of direct injection diesel engine operating in duel fuel mode using Pongamia methyl ester injection and methanol carburetion. Methanol is introduced into the engine at different throttle openings along with intake air stream by a carburetor which is arranged at bifurcated air inlet. Pongamia methyl ester fuel was supplied to the engine by conventional fuel injection. The experimental results show that exhaust gas temperatures are moderate and there is better reduction of NOx, HC, CO and CO2 at methanol mass flow rate of 16.2 mg/s. Smoke level was observed to be low and comparable. Improved thermal efficiency of the engine was observed.

Derivatives of amphotericin inhibit infection with human immunodeficiency virus in vitro by different modes of action

DEFF Research Database (Denmark)

Hansen, J E; Witzke, N M; Nielsen, C

1990-01-01

Three water-soluble derivatives of amphotericin B were tested for inhibition of HIV infection in vitro. The compounds amphotericin B methyl ester (AME) and N-(N'-(2-(4'-methylmorpholinio)ethyl)N"-cyclohexyl guanyl) amphotericin B methyl ester (MCG) inhibited HIV infection by 50% at 1 microgram/ml...

Experimental investigation of a diesel engine with methyl ester of mango seed oil and diesel blends

Directory of Open Access Journals (Sweden)

K. Vijayaraj

2016-03-01

Full Text Available Petroleum based fuels worldwide have not only resulted in the rapid depletion of conventional energy sources, but have also caused severe air pollution. The search for an alternate fuel has led to many findings due to which a wide variety of alternative fuels are available at our disposal now. The existing studies have revealed the use of vegetable oils for engines as an alternative for diesel fuel. However, there is a limitation in using straight vegetable oils in diesel engines due to their high viscosity and low volatility. In the present work, neat mango seed oil is converted into their respective methyl ester through transesterification process. Experiments are conducted using various blends of methyl ester of mango seed oil with diesel in a single cylinder, four stroke vertical and air cooled Kirloskar diesel engine. The experimental results of this study showed that the MEMSO biodiesel has similar characteristics to those of diesel. The brake thermal efficiency, unburned hydrocarbon and smoke density are observed to be lower in case of MEMSO biodiesel blends than diesel. The CO emission for B25, B50 and B75 is observed to be lower than diesel at full load, whereas for B100 it is higher at all loads. On the other hand, BSFC and NOx of MEMSO biodiesel blends are found to be higher than diesel. It is found that the combustion characteristics of all blends of methyl ester of mango seed oil showed similar trends with those of the baseline diesel. From this study, it is concluded that optimized blend is B25 and could be used as a viable alternative fuel in a single cylinder direct injection diesel engine without any modifications.

Maternal melatonin or N-acetylcysteine therapy regulates hydrogen sulfide-generating pathway and renal transcriptome to prevent prenatal NG-Nitro-L-arginine-methyl ester (L-NAME)-induced fetal programming of hypertension in adult male offspring.

Science.gov (United States)

Tain, You-Lin; Lee, Chien-Te; Chan, Julie Y H; Hsu, Chien-Ning

2016-11-01

Pregnancy is a critical time for fetal programming of hypertension. Nitric oxide deficiency during pregnancy causes hypertension in adult offspring. We examined whether maternal melatonin or N-acetylcysteine therapy can prevent N G -nitro-L-arginine-methyl ester-induced fetal programming of hypertension in adult offspring. Next, we aimed to identify potential gatekeeper pathways that contribute to N G -nitro-L-arginine-methyl ester -induced programmed hypertension using the next generation RNA sequencing technology. Pregnant Sprague-Dawley rats were assigned to 4 groups: control, N G -nitro-L-arginine-methyl ester, N G -nitro-L-arginine-methyl ester +melatonin, and N G -nitro-L-arginine-methyl ester+N-acetylcysteine. Pregnant rats received N G -nitro-L-arginine-methyl ester administration at 60 mg/kg/d subcutaneously during pregnancy alone, with additional 0.01% melatonin in drinking water, or with additional 1% N-acetylcysteine in drinking water during the entire pregnancy and lactation. Male offspring (n=8/group) were killed at 12 weeks of age. N G -nitro-L-arginine-methyl ester exposure during pregnancy induced programmed hypertension in adult male offspring, which was prevented by maternal melatonin or N-acetylcysteine therapy. Protective effects of melatonin and N-acetylcysteine against N G -nitro-L-arginine-methyl ester-induced programmed hypertension were associated with an increase in hydrogen sulfide-generating enzymes and hydrogen sulfide synthesis in the kidneys. Nitric oxide inhibition by N G -nitro-L-arginine-methyl ester in pregnancy caused >2000 renal transcripts to be modified during nephrogenesis stage in 1-day-old offspring kidney. Among them, genes belong to the renin-angiotensin system, and arachidonic acid metabolism pathways were potentially involved in the N G -nitro-L-arginine-methyl ester-induced programmed hypertension. However, melatonin and N-acetylcysteine reprogrammed the renin-angiotensin system and arachidonic acid pathway

Efeito do lipopolissacarídio bacteriano sobre o esvaziamento gástrico de ratos: avaliação do pré-tratamento com Nw-nitro-L-arginine methyl ester (L-NAME The effect of bacterial lipopolysaccharide on the gastric emptying of rats: a pretreatment evaluation using Nw-nitro-L-arginine methyl ester (L-NAME

Directory of Open Access Journals (Sweden)

Edgard Ferro Collares

2006-09-01

Full Text Available RACIONAL: Há evidências de que o óxido nítrico participa do mecanismo de retardo do esvaziamento gástrico determinado pelo lipopolissacarídio bacteriano. OBJETIVO: Avaliar o efeito do pré-tratamento com Nw-nitro-L-arginine methyl ester, um inibidor competitivo das óxido nítrico-sintetases, sobre o fenômeno. MATERIAL E MÉTODOS: Utilizaram-se ratos, Wistar, machos, SPF ("specific-pathogen free", adultos, adaptados às condições do laboratório, que após 24 horas de jejum alimentar foram pré-tratados endovenosamente com veículo (salina ou Nw-nitro-L-arginine methyl ester nas doses de 0,5, 1, 2,5 e 5 mg/kg. No tratamento, administrou-se endovenosamente veículo (salina ou lipopolissacarídio (50 µg/kg. O intervalo entre o pré-tratamento e o tratamento foi de 10 minutos, e entre este e a avaliação do esvaziamento gástrico foi de 60 minutos. O esvaziamento gástrico foi avaliado indiretamente através da determinação da retenção gástrica da solução salina marcada com fenol vermelho 10 minutos após administração por via orogástrica. RESULTADOS: Entre os animais pré-tratados com veículo, o tratamento com lipopolissacarídio determinou elevação significativa da retenção gástrica (média = 57% em relação aos tratados com veículo (38,1%. O pré-tratamento com as diferentes doses de Nw-nitro-L-arginine methyl ester não modificou a retenção gástrica nos animais controles do tratamento. O pré-tratamento com Nw-nitro-L-arginine methyl ester com a dose de 1 mg/kg determinou redução discreta, mas significativa, na retenção gástrica (52% nos animais tratados com lipopolissacarídio, em relação ao observado naqueles com pré-tratamento e tratamento com veículo (35,9%. Nos animais pré-tratados com 2,5 e 5 mg/kg de Nw-nitro-L-arginine methyl ester e tratados com lipopolissacarídio, houve aumento significante da retenção gástrica (74,7% e 80,5%, respectivamente em relação aos seus controles pr

Supported phosphate and carbonate salts for heterogeneous catalysis of triglycerides to fatty acid methyl esters

Science.gov (United States)

Britton, Stephanie Lynne

Fatty acid methyl esters made from vegetable oil, or biodiesel, have been identified as a substitute for diesel derived from crude oil. Biodiesel is currently made using a homogeneous base catalyst to perform the transesterification of triglycerides with methanol to generate fatty acid methyl esters (FAME). The use of a homogeneous catalyst necessitates additional purification of the product and byproducts before sale, and the catalyst is consumed and discarded. The development of a heterogeneous basic catalyst for the production of FAME is desirable. Tribasic phosphate salts and dibasic carbonate salts are active for the production of FAME but generally operate as homogeneous catalysts. Supporting these phosphate and carbonate salts on mesoporous MCM-41, microporous silica gel, and nonporous a-alumina proved successful to greater or lesser degrees depending on the identity of the support and pretreatment of the support. Although these salts were supported and were active for the production of FAME from canola oil, they proved to be operating as homogeneous catalysts due to leaching of the active species off the surface of the support. Further investigation of the active species present in the tribasic phosphate catalysts identified the active support as orthophosphate, and NMR studies revealed the phosphorus to be present as orthophosphate and diphosphate in varying proportions in each catalyst. Evaluation of the acid-washing support pretreatment process revealed that the exposure of the support to acid plays a large role in the development of activity on the surface of the catalyst, but manipulation of these parameters did not prevent leaching of the active site off the surface of the catalyst. Alternate methods of support pretreatment were no more effective in preventing leaching. Tribasic phosphate supported on silica gel is not effective as a heterogeneous catalyst for FAME production from triglycerides because of the lack of stability of the phosphate on the

Effects of Alumina Nano Metal Oxide Blended Palm Stearin Methyl Ester Bio-Diesel on Direct Injection Diesel Engine Performance and Emissions

Science.gov (United States)

Krishna, K.; Kumar, B. Sudheer Prem; Reddy, K. Vijaya Kumar; Charan Kumar, S.; Kumar, K. Ravi

2017-08-01

The Present Investigation was carried out to study the effect of Alumina Metal Oxide (Al2O3) Nano Particles as additive for Palm Stearin Methyl Ester Biodiesel (B 100) and their blends as an alternate fuel in four stroke single cylinder water cooled, direct injection diesel engine. Alumina Nano Particles has high calorific value and relatively high thermal conductivity (30-1 W m K-1) compare to diesel, which helps to promote more combustion in engines due to their higher thermal efficiency. In the experimentation Al2O3 were doped in various proportions with the Palm Stearin Methyl Ester Biodiesel (B-100) using an ultrasonicator and a homogenizer with cetyl trimethyl ammonium bromide (CTAB) as the cationic surfactant. The test were performed on a Kirsloskar DI diesel engine at constant speed of 1500 rpm using different Nano Biodiesel Fuel blends (psme+50 ppm, psme+150 ppm, and psme+200 ppm) and results were compared with those of neat conventional diesel and Palm Stearin Methyl Ester Bio diesel. It was observed that for Nano Biodiesel Fuel blend (psme+50ppm) there is an significant reduction in carbon monoxide (CO) emissions and Nox emissions compared to diesel and the brake thermal efficiency for (psme+50ppm) was almost same as diesel.

Effects of mixing technologies on continuous methyl ester production: Comparison of using plug flow, static mixer, and ultrasound clamp

International Nuclear Information System (INIS)

Somnuk, Krit; Prasit, Tanongsak; Prateepchaikul, Gumpon

2017-01-01

Highlights: • Four types of continuous reactors were compared with methyl ester conversion. • Plug flow, static mixer, ultrasound clamp, SM with ultrasound reactors were tested. • The 16 × 400 W ultrasound clamps were operated at 20 kHz frequency for US reactor. • The US reactor was clearly superior over the other types of continuous reactor. • The US reactor was the most effective alternative with short reactor length. - Abstract: Four types of continuous reactors, namely plug flow reactor (PF), static mixer reactor (SM), ultrasound clamp on tubular reactor (US), and static mixer combined with ultrasound (SM/US) were compared for their purities of methyl ester in biodiesel production from refined palm oil (RPO). The reactor conditions were: KOH 4, 6, 8, 10, and 12 g L −1 , methanol content 20 vol.%, and under 20 L h −1 RPO flow rate at 60 °C temperature. The highest purity of methyl esters: 81.99 wt.% for PF, 95.70 wt.% for SM, 98.98 wt.% for US, and 97.67 wt.% for SM/US, were achieved with 900 mm, 900 mm, 700 mm, and 900 mm reactor lengths respectively, and 12 g L −1 of KOH was used in all cases. The 16 × 400 W ultrasound clamp was operated at 20 kHz frequency, and among short length reactors the US case was more effective than PF, SM, or SM/US. Moreover, ester purity from the US reactor was slightly decreased by the lowest 4 g L −1 KOH. The US reactor was clearly superior over the other types of continuous reactor, and had the potential to reduce KOH consumption by sonochemical effects on the base-catalyzed transesterification reaction.

Combustion characteristics of the mustard methyl esters

International Nuclear Information System (INIS)

Bannikov, M.G.; Vasilev, I.P.

2011-01-01

Mustard Methyl Esters (further bio diesel) and regular diesel fuel were tested in direct injection diesel engine. Analysis of experimental data was supported by an analysis of fuel injection and combustion characteristics. Engine fuelled with bio diesel had increased brake specific fuel consumption, reduced nitrogen oxides emission and smoke opacity, moderate increase in carbon monoxide emission with essentially unchanged unburned hydrocarbons emission. Increase in fuel consumption was attributed to lesser heating value of bio diesel and partially to decreased fuel conversion efficiency. Analysis of combustion characteristics revealed earlier start of injection and shorter ignition delay period of bio diesel. Resulting decrease in maximum rate of heat release and cylinder pressure was the most probable reason for reduced emission of nitrogen oxides. Analysis of combustion characteristics also showed that cetane index determined by ASTM Method D976 is not a proper measure of ignition quality of bio diesel. Conclusion was made on applicability of mustard oil as a source for commercial production of bio diesel in Pakistan. Potentialities of on improving combustion and emissions characteristics of diesel engine by reformulating bio diesel were discussed. (author)

Methyl ester of [Maclura pomifera (Rafin.) Schneider] seed oil: biodiesel production and characterization.

Science.gov (United States)

Saloua, Fatnassi; Saber, Chatti; Hedi, Zarrouk

2010-05-01

Oil extracted from seeds of Maclura pomifera fruits grown in Tunisia was investigated as an alternative feedstock for the production of biodiesel fuel. Biodiesel was prepared by transesterification of the crude oil with methanol in the presence of NaOH as catalyst. Maximum oil to ester conversion was 90%. The viscosity of the biodiesel oil (4.66 cSt) is similar to that of petroleum diesel (2.5-3.5 cSt). The density (0.889 g/cm(3)), kinematic viscosity (4.66 cSt), flash point (180 degrees Celsius), iodine number (125 degrees Celsius), neutralization number (0.4), pour point (-9 degrees Celsius), cloud point (-5 degrees Celsius), cetane number (48) are very similar to the values set forth by the ASTM and EN biodiesel standards for petroleum diesel (No. 2). The comparison shows that the methyl esters of M. pomifera oil could be possible diesel fuel replacements. Copyright 2009 Elsevier Ltd. All rights reserved.

Exploration of waste cooking oil methyl esters (WCOME as fuel in compression ignition engines: A critical review

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S. Kathirvel

2016-06-01

Full Text Available The ever growing human population and the corresponding economic development of mankind have caused a relentless surge in the energy demand of the world. The fast diminishing fossil fuel reserves and the overdependence of petroleum based fuels have already prompted the world to look for alternate sources of energy to offset the fuel crisis in the future. Waste Cooking Oil Methyl Ester (WCOME has proven itself as a viable alternate fuel that can be used in Compression Ignition (CI engines due to its low cost, non-toxicity, biodegradability and renewable nature. It also contributes a minimum amount of net greenhouse gases, such as CO2, SO2 and NO emissions to the atmosphere. The main objective of this paper is to focus on the study of the performance, combustion and emission parameters of CI engines using WCOME and to explore the possibility of utilizing WCOME blends with diesel extensively in place of diesel. The production methods used for transesterification play a vital role in the physiochemical properties of the methyl esters produced. Various production intensification technologies such as hydrodynamic cavitation and ultrasonic cavitation were employed to improve the yield of the methyl esters during transesterification. This review includes the study of WCOME from different origins in various types of diesel engines. Most of the studies comply with the decrease in carbon monoxide (CO emissions and the increase in brake thermal efficiency while using WCOME in CI engines. Many researchers reported slight increase in the emissions of oxides of nitrogen. ANN modeling has been widely used to predict the process variables of the diesel engine while using WCOME. The versatility of ANN modeling was proven by the minimum error percentages of the actual and predicted values of the performance and emission characteristics.

Structure and reactivity of boron-ate complexes derived from primary and secondary boronic esters.

Science.gov (United States)

Feeney, Kathryn; Berionni, Guillaume; Mayr, Herbert; Aggarwal, Varinder K

2015-06-05

Boron-ate complexes derived from primary and secondary boronic esters and aryllithiums have been isolated, and the kinetics of their reactions with carbenium ions studied. The second-order rate constants have been used to derive nucleophilicity parameters for the boron-ate complexes, revealing that nucleophilicity increased with (i) electron-donating aromatics on boron, (ii) neopentyl glycol over pinacol boronic esters, and (iii) 12-crown-4 ether.

Characterization of spirochetal isolates from arthropods collected in South Moravia, Czech Republic, using fatty acid methyl esters analysis

Czech Academy of Sciences Publication Activity Database

Čechová, L.; Durnová, E.; Šikutová, Silvie; Halouzka, Jiří; Němec, M.

2004-01-01

Roč. 808, č. 2 (2004), s. 249-254 ISSN 1570-0232 R&D Projects: GA ČR GA206/03/0726 Institutional research plan: CEZ:AV0Z6093917 Keywords : spirochetes * arthropods * fatty acid methyl esters Subject RIV: EE - Microbiology, Virology Impact factor: 2.176, year: 2004

Synthesis and biological evaluation of arctigenin ester and ether derivatives as activators of AMPK.

Science.gov (United States)

Shen, Sida; Zhuang, Jingjing; Chen, Yijia; Lei, Min; Chen, Jing; Shen, Xu; Hu, Lihong

2013-07-01

A series of new arctigenin and 9-deoxy-arctigenin derivatives bearing different ester and ether side chains at the phenolic hydroxyl positions are designed, synthesized, and evaluated for activating AMPK potency in L6 myoblasts. Initial biological evaluation indicates that some alkyl ester and phenethyl ether arctigenin derivatives display potential activities in AMPK phosphorylation improvement. Further structure-activity relationship analysis shows that arctigenin ester derivatives 3a, 3h and 9-deoxy-arctigenin phenethyl ether derivatives 6a, 6c, 6d activate AMPK more potently than arctigenin. Moreover, the 2-(3,4-dimethoxyphenyl)ethyl ether moiety of 6c has been demonstrated as a potential functional group to improve the effect of AMPK phosphorylation. The structural optimization of arctigenin leads to the identification of 6c as a promising lead compound that exhibits excellent activity in AMPK activation. Copyright © 2013 The Authors. Published by Elsevier Ltd.. All rights reserved.

Quantiifcation of methyl esters of fatty acids in the oil of Physalis minima by GC-MS

Institute of Scientific and Technical Information of China (English)

Muhammad Nasimullah Qureshi; Fazal Wajid; Inayat-ur-Rahman

2015-01-01

Objective:To investigate quantification of methyl esters of fatty acids in the oil extracted from Physalis minima (P. minima) using gas chromatography-mass spectrometer. Methods: Oil was extracted from the shade dried plant with n-hexane through Soxhlet extraction. Fatty acids that present in the oil were derivatized to fatty acid methyl esters and analysed through gas chromatography-mass spectrometer. Results:A total of nine fatty acids were detected in quantifiable amount in the oil. Both the saturated fatty acids and unsaturated fatty acids were identified. Palmitic acid was found in the highest concentration as 46.83%. Linoleic acid (ω-6) and linolenic acid (ω-3) were obtained in appreciable amount as 16.98%and 14.80%respectively among the unsaturated fatty acids in the oil under study. From the literature review, it appeared that fatty acids were determined for the first time in the oil of P. minima. Conclusions: Presence of these important fatty acids in high amount makes P. minima oil beneficial for health, which can be used in the preparation of phytopharmaceutical or pharmaceutical preparations. Moreover, the results of this study are useful for the phytopharmaceutical industries to establish their quality control profile.

Quantification of methyl esters of fatty acids in the oil of Physalis minima by GC-MS

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Muhammad Nasimullah Qureshi

2015-02-01

Full Text Available Objective: To investigate quantification of methyl esters of fatty acids in the oil extracted from Physalis minima (P. minima using gas chromatography-mass spectrometer. Methods: Oil was extracted from the shade dried plant with n-hexane through Soxhlet extraction. Fatty acids that present in the oil were derivatized to fatty acid methyl esters and analysed through gas chromatography-mass spectrometer. Results: A total of nine fatty acids were detected in quantifiable amount in the oil. Both the saturated fatty acids and unsaturated fatty acids were identified. Palmitic acid was found in the highest concentration as 46.83%. Linoleic acid (ω-6 and linolenic acid (ω-3 were obtained in appreciable amount as 16.98% and 14.80% respectively among the unsaturated fatty acids in the oil under study. From the literature review, it appeared that fatty acids were determined for the first time in the oil of P. minima. Conclusions: Presence of these important fatty acids in high amount makes P. minima oil beneficial for health, which can be used in the preparation of phytopharmaceutical or pharmaceutical preparations. Moreover, the results of this study are useful for the phytopharmaceutical industries to establish their quality control profile.

EFFECT OF INJECTOR OPENING PRESSURE ON PERFORMANCE AND EMISSION OF LPG - METHYL ESTER OF MAHUA OIL DUAL FUEL ENGINE

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N. Kapilan

2017-11-01

Full Text Available One of variables, which affect the performance and emission of dual fuel engine is injection pressure. Hence in the present work, effect of Injector opening pressure on the performance of the engine was studied.  A four stroke single cylinder engine was modified to work in dual fuel mode. Three injector opening pressures (180 bar, 200 bar and 220 bar were considered for the present work. Methyl ester of mahua oil was used as pilot fuel and LPG was used as primary fuel.    From the test results, it was observed that the injector opening pressure of 200 bar results in higher brake thermal efficiency. The higher injector opening pressure results in better atomization and peneatration of methyl ester of mahua oil. The exhaust emissions such as Smoke, unburnt hydro carbon and carbon monoxide of 200 bar is lower than other pressures.

Integrated multidimensional and comprehensive 2D GC analysis of fatty acid methyl esters.

Science.gov (United States)

Zeng, Annie Xu; Chin, Sung-Tong; Marriott, Philip J

2013-03-01

Fatty acid methyl ester (FAME) profiling in complex fish oil and milk fat samples was studied using integrated comprehensive 2D GC (GC × GC) and multidimensional GC (MDGC). Using GC × GC, FAME compounds--cis- and trans-isomers, and essential fatty acid isomers--ranging from C18 to C22 in fish oil and C18 in milk fat were clearly displayed in contour plot format according to structural properties and patterns, further identified based on authentic standards. Incompletely resolved regions were subjected to MDGC, with Cn (n = 18, 20) zones transferred to a (2)D column. Elution behavior of C18 FAME on various (2)D column phases (ionic liquids IL111, IL100, IL76, and modified PEG) was evaluated. Individual isolated Cn zones demonstrated about four-fold increased peak capacities. The IL100 provided superior separation, good peak shape, and utilization of elution space. For milk fat-derived FAME, the (2)D chromatogram revealed at least three peaks corresponding to C18:1, more than six peaks for cis/trans-C18:2 isomers, and two peaks for C18:3. More than 17 peaks were obtained for the C20 region of fish oil-derived FAMEs using MDGC, compared with ten peaks using GC × GC. The MDGC strategy is useful for improved FAME isomer separation and confirmation. © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Performance of the mineral blended ester oil-based drilling fluid systems

Energy Technology Data Exchange (ETDEWEB)

Ismail, A.R.; Kamis, A.; Foo, K.S. [University Teknologi (Malaysia)

2001-06-01

A study was conducted in which the properties of ester oil-based drilling fluid systems were examined using a blended mixture of ester and synthetic mineral oil. Biodegradable invert emulsion ester-based fluids are preferred over mineral oil-based drilling fluids for environmental reasons, but they tend to cause alkaline hydrolysis resulting in solidification of the drilling fluid systems. The drilling fluid examined here consisted of Malaysian palm oil ester derivatives (methyl laureate ester or isopropyl laureate ester) blended with commercially available synthetic mineral oil. This mineral oil was added to reduce the problem of alkaline hydrolysis. This mixture, however, was found to be unstable and could not solve the problem at high temperature. The isopropyl laureate and mineral oil blended system was more stable towards the hydrolysis process up to 250 degrees F. In order to enhance the performance of an invert emulsion drilling fluid system, it was recommended that brine water content of the fluid system be lowered. 3 refs., 2 figs.

Determination of Total Lipids as Fatty Acid Methyl Esters (FAME) by in situ Transesterification: Laboratory Analytical Procedure (LAP)

Energy Technology Data Exchange (ETDEWEB)

Van Wychen, Stefanie; Ramirez, Kelsey; Laurens, Lieve M. L.

2016-01-13

This procedure is based on a whole biomass transesterification of lipids to fatty acid methyl esters to represent an accurate reflection of the potential of microalgal biofuels. Lipids are present in many forms and play various roles within an algal cell, from cell membrane phospholipids to energy stored as triacylglycerols.

Synthesis and Insecticidal Activities of New Ester-Derivatives of Celangulin-V

Directory of Open Access Journals (Sweden)

Wenjun Wu

2011-12-01

Full Text Available In order to develop new biorational pesticides, ten new 6-substituted ester derivatives of Celangulin-V were designed and synthesized. The structures of the new derivatives were confirmed by IR, 1H-NMR, 13C-NMR and ESI-MS spectral analysis. Insecticidal activities of these compounds were tested against the third-instar larvae of Mythimna separata. Two derivatives (1.1, 1.2 showed higher insecticidal activities than Celangulin-V, with mortality of 75.0% and 83.3%, respectively. While four compounds (1.3, 1.4, 1.7, 1.8 denoted lower insecticidal activities, the others (1.5, 1.6, 1.9, 1.10 revealed no activities at a concentration of 10 mg.mL−1. The results suggest that C-6 substitutions of Celangulin-V are very important in determining the insecticidal activities of its ester-derivatives. That the acetyl (1.1 and propionyl (1.2 derivatives possessed much higher insecticidal activities than Celangulin-V itself supported the view that Celangulin-V has the potential to be a lead structure of semi-synthetic green insecticides.

Methyl vinyl glycolate as a diverse platform molecule

DEFF Research Database (Denmark)

Sølvhøj, Amanda Birgitte; Taarning, Esben; Madsen, Robert

2016-01-01

and various long-chain terminal olefins give unsaturated α-hydroxy fatty acid methyl esters in good yields. [3,3]-Sigmatropic rearrangements of MVG also proceed in good yields to give unsaturated adipic acid derivatives. Finally, rearrangement of the allylic acetate of MVG proceeds in acceptable yield...

Larvicidal activity of oils, fatty acids, and methyl esters from ripe and unripe fruit of Solanum lycocarpum (Solanaceae against the vector Culex quinquefasciatus (Diptera: Culicidae

Directory of Open Access Journals (Sweden)

Viviane de Cássia Bicalho Silva

2015-10-01

Full Text Available ABSTRACTINTRODUCTION:The larvicidal activity of oils, fatty acids, and methyl esters of Solanum lycocarpum fruit against Culex quinquefasciatus is unknown.METHODS:The larvicidal activity of samples of ripe and unripe fruit from S. lycocarpum was evaluated against third and fourth instar larvae of C. quinquefasciatus .RESULTS:The oils, fatty acids, and methyl esters of S. lycocarpum showed the greatest larvicidal effect (57.1-95.0% at a concentration of 100mg/L (LC 50values between 0.70 and 27.54mg/L.CONCLUSIONS:Solanum lycocarpum fruit may be a good source of new natural products with larvicidal activity.

Antifungal and antioxidant activity of fatty acid methyl esters from vegetable oils

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MARIA E.A. PINTO

2017-08-01

Full Text Available ABSTRACT Fatty acid methyl esters (FAMEs were obtained from vegetable oils of soybean, corn and sunflower. The current study was focused on evaluating the antifungal activity of FAMEs mainly against Paracoccidioides spp., as well as testing the interaction of these compounds with commercial antifungal drugs and also their antioxidant potential. FAMEs presented small IC50 values (1.86-9.42 μg/mL. All three FAMEs tested showed antifungal activity against isolates of Paracoccidioides spp. with MIC values ranging from 15.6-500 µg/mL. Sunflower FAMEs exhibited antifungal activity that extended also to other genera, with an MIC of 15.6 μg/mL against Candida glabrata and C. krusei and 31.2 μg/mL against C. parapsilosis. FAMEs exhibited a synergetic effect with itraconazole. The antifungal activity of the FAMEs against isolates of Paracoccidioides spp. is likely due to the presence of methyl linoleate, the major compound present in all three FAMEs. The results obtained indicate the potential of FAMEs as sources for antifungal and antioxidant activity.

Improving the sustainability of fatty acid methyl esters (Fame – biodiesel) – assessment of options for industry and agriculture

NARCIS (Netherlands)

Jungmeier, G.; Pucker, J.; Ernst, M.; Haselbacher, P.; Lesschen, J.P.; Kraft, A.; Schulzke, T.; Loo, van E.N.

2016-01-01

The life cycle based greenhouse gas (GHG) balances of Fatty Acid Methyl Esters (FAME also called “Biodiesel”) from various resources have been set in the Renewable Energy Directive (RED). Due to technology and scientific progress there are various options to improve the GHG balances of FAME. In

Classification of bacteria by simultaneous methylation-solid phase microextraction and gas chromatography/mass spectrometry analysis of fatty acid methyl esters.

Science.gov (United States)

Lu, Yao; Harrington, Peter B

2010-08-01

Direct methylation and solid-phase microextraction (SPME) were used as a sample preparation technique for classification of bacteria based on fatty acid methyl ester (FAME) profiles. Methanolic tetramethylammonium hydroxide was applied as a dual-function reagent to saponify and derivatize whole-cell bacterial fatty acids into FAMEs in one step, and SPME was used to extract the bacterial FAMEs from the headspace. Compared with traditional alkaline saponification and sample preparation using liquid-liquid extraction, the method presented in this work avoids using comparatively large amounts of inorganic and organic solvents and greatly decreases the sample preparation time as well. Characteristic gas chromatography/mass spectrometry (GC/MS) of FAME profiles was achieved for six bacterial species. The difference between Gram-positive and Gram-negative bacteria was clearly visualized with the application of principal component analysis of the GC/MS data of bacterial FAMEs. A cross-validation study using ten bootstrap Latin partitions and the fuzzy rule building expert system demonstrated 87 +/- 3% correct classification efficiency.

Investigation of diesel-ethanol blended fuel properties with palm methyl ester as co-solvent and blends enhancer

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Mat Taib Norhidayah

2017-01-01

Full Text Available Diesel engine is known as the most efficient engine with high efficiency and power but always reported as high fuel emission. Malaysia National Automotive Policy (NAP was targeting to improve competitive regional focusing on green technology development in reducing the emission of the engine. Therefore, ethanol was introduced to reduce the emission of the engine and while increasing its performance, Palm methyl ester was introduced as blend enhancer to improve engine performance and improve diesel-ethanol blends stability. This paper aimed to study the characteristics of the blends and to prove the ability of palm-methyl-ester as co-solvent in ethanol-diesel blends. Stability and thermophysical test were carried out for different fuel compositions. The stability of diesel-ethanol blended was proved to be improved with the addition of PME at the longer period and the stability of the blends changed depending on temperature and ethanol content. Density and viscosity of diesel-ethanol-PME blends also give higher result than diesel-ethanol blends and it's proved that PME is able to increase density and viscosity of blends. Besides, heating value of the blends also increases with the increasing PME in diesel-ethanol blends.

A monolithic lipase reactor for biodiesel production by transesterification of triacylglycerides into fatty acid methyl esters

KAUST Repository

Urban, Jiří T.

2011-09-26

An enzymatic reactor with lipase immobilized on a monolithic polymer support has been prepared and used to catalyze the transesterification of triacylglycerides into the fatty acid methyl esters commonly used for biodiesel. A design of experiments procedure was used to optimize the monolithic reactor with variables including control of the surface polarity of the monolith via variations in the length of the hydrocarbon chain in alkyl methacrylate monomer, time of grafting of 1-vinyl-4,4-dimethylazlactone used to activate the monolith, and time used for the immobilization of porcine lipase. Optimal conditions involved the use of a poly(stearyl methacrylate-co-ethylene dimethacrylate) monolith, grafted first with vinylazlactone, then treated with lipase for 2h to carry out the immobilization of the enzyme. Best conditions for the transesterification of glyceryl tributyrate included a temperature of 37°C and a 10min residence time of the substrate in the bioreactor. The reactor did not lose its activity even after pumping through it a solution of substrate equaling 1,000 reactor volumes. This enzymatic reactor was also used for the transesterification of triacylglycerides from soybean oil to fatty acid methyl esters thus demonstrating the ability of the reactor to produce biodiesel. © 2011 Wiley Periodicals, Inc.

A monolithic lipase reactor for biodiesel production by transesterification of triacylglycerides into fatty acid methyl esters

KAUST Repository

Urban, Jiří T.; Švec, František; Frechet, Jean

2011-01-01

An enzymatic reactor with lipase immobilized on a monolithic polymer support has been prepared and used to catalyze the transesterification of triacylglycerides into the fatty acid methyl esters commonly used for biodiesel. A design of experiments procedure was used to optimize the monolithic reactor with variables including control of the surface polarity of the monolith via variations in the length of the hydrocarbon chain in alkyl methacrylate monomer, time of grafting of 1-vinyl-4,4-dimethylazlactone used to activate the monolith, and time used for the immobilization of porcine lipase. Optimal conditions involved the use of a poly(stearyl methacrylate-co-ethylene dimethacrylate) monolith, grafted first with vinylazlactone, then treated with lipase for 2h to carry out the immobilization of the enzyme. Best conditions for the transesterification of glyceryl tributyrate included a temperature of 37°C and a 10min residence time of the substrate in the bioreactor. The reactor did not lose its activity even after pumping through it a solution of substrate equaling 1,000 reactor volumes. This enzymatic reactor was also used for the transesterification of triacylglycerides from soybean oil to fatty acid methyl esters thus demonstrating the ability of the reactor to produce biodiesel. © 2011 Wiley Periodicals, Inc.

A monolithic lipase reactor for biodiesel production by transesterification of triacylglycerides into fatty acid methyl esters.

Science.gov (United States)

Urban, Jiri; Svec, Frantisek; Fréchet, Jean M J

2012-02-01

An enzymatic reactor with lipase immobilized on a monolithic polymer support has been prepared and used to catalyze the transesterification of triacylglycerides into the fatty acid methyl esters commonly used for biodiesel. A design of experiments procedure was used to optimize the monolithic reactor with variables including control of the surface polarity of the monolith via variations in the length of the hydrocarbon chain in alkyl methacrylate monomer, time of grafting of 1-vinyl-4,4-dimethylazlactone used to activate the monolith, and time used for the immobilization of porcine lipase. Optimal conditions involved the use of a poly(stearyl methacrylate-co-ethylene dimethacrylate) monolith, grafted first with vinylazlactone, then treated with lipase for 2 h to carry out the immobilization of the enzyme. Best conditions for the transesterification of glyceryl tributyrate included a temperature of 37°C and a 10 min residence time of the substrate in the bioreactor. The reactor did not lose its activity even after pumping through it a solution of substrate equaling 1,000 reactor volumes. This enzymatic reactor was also used for the transesterification of triacylglycerides from soybean oil to fatty acid methyl esters thus demonstrating the ability of the reactor to produce biodiesel. Copyright © 2011 Wiley Periodicals, Inc.

FTIR measurements of mid-IR absorption spectra of gaseous fatty acid methyl esters at T=25–500 °C

International Nuclear Information System (INIS)

Campbell, M.F.; Freeman, K.G.; Davidson, D.F.; Hanson, R.K.

2014-01-01

Gas-phase mid-infrared (IR) absorption spectra (2500–3400 cm −1 ) for eleven fatty acid methyl esters (FAMEs) have been quantitatively measured at temperatures between 25 and 500 °C using an FTIR spectrometer with a resolution of 1 cm −1 . Using these spectra, the absorption cross section at 3.39 μm, corresponding to the monochromatic output of a helium–neon laser, is reported for each of these fuels as a function of temperature. The data indicate that the 3.39 μm cross section values of saturated FAMEs vary linearly with the logarithm of the number of C-H bonds in the molecule. - Highlights: • Infrared spectra of 11 fatty acid methyl esters (C 3 –C 11 ) have been measured. • A linear relationship for predicting 3.39 μm cross section values is proposed. • A molecule’s integrated area is linearly related to its number of C-H bonds. • Mono-unsaturation decreases cross section values

Rearrangement of beta,gamma-unsaturated esters with thallium trinitrate: synthesis of indans bearing a beta-keto ester moiety

Directory of Open Access Journals (Sweden)

Silva Jr. Luiz F.

2006-01-01

Full Text Available The rearrangement of beta,gamma-unsaturated esters, such as 2-(3,4-dihydronaphthalen-1-yl-propionic acid ethyl ester, with thallium trinitrate (TTN in acetic acid leads to 3-indan-1-yl-2-methyl-3-oxo-propionic acid ethyl ester in good yield, through a ring contraction reaction. The new indans thus obtained feature a beta-keto ester moiety, which would be useful for further functionalization.

Boronate Derivatives of Functionally Diverse Catechols: Stability Studies

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Kamal Aziz Ketuly

2010-03-01

Full Text Available Benzeneboronate of catecholic carboxyl methyl esters, N-acetyldopamine, coumarin and catechol estrogens were prepared as crystalline derivatives in high yield. Related catechol compounds with extra polar functional group(s (OH, NH2 do not form or only partially form unstable cyclic boronate derivatives.

Experimental and analytical investigation on the emission and combustion characteristics of CI engine fueled with tamanu oil methyl esters

Directory of Open Access Journals (Sweden)

Perumal Navaneetha Krishnan

2016-01-01

Full Text Available The emission and combustion characteristics of a four stroke multi fuel single cylinder variable compression ratio engine fueled with tamanu oil methyl ester and its blends 10%, 20%, 40%, and 60% with diesel (on volume basis are examined and compared with standard diesel. Biodiesel produced from tamanu oil by trans-esterification process has been used in this study. The experiment has been conducted at a constant engine speed of 1500 rpm with 50% load and at compression ratios of 16:1, 17:1, 18:1, 19:1, and 20:1. With different blend and for selected compression ratio the exhaust gas emissions such as CO, HC, NOx, CO2, and the combustion characteristics are measured. The variation of the emission parameters for different compression ratios and for different blends is given, and optimum compression ratio which gives best performance has been identified. The results indicate higher rate of pressure rise and minimum heat release rate at higher compression ratio for tamanu oil methyl ester when compared with standard diesel. The blend B40 for tamanu oil methyl ester is found to give minimum emission at 50% load. The blend when used as fuel results in reduction of polluting gases like HC, CO, and increase in NOx emissions. The previously mentioned emission parameters have been validated with the aid of artificial neural network. A separate model is developed for emission characteristics in which compression ratio, blend percentage and load percentage were used as the input parameter whereas CO, CO2, HC, and NOx were used as the output parameter. This study shows that there is a good correlation between the artificial neural network predicted values and the experimental data for different emission parameters.

Equivalent chain lengths of all C4-C23 saturated monomethyl branched fatty acid methyl esters on methylsilicone OV-1 stationary phase.

Science.gov (United States)

Kubinec, Róbert; Blaško, Jaroslav; Górová, Renáta; Addová, Gabriela; Ostrovský, Ivan; Amann, Anton; Soják, Ladislav

2011-04-01

Isomer mixtures of monomethyl branched saturated C7-C23 fatty acid methyl esters (FAME) were prepared by performing a methylene insertion reaction to the straight chain FAME and this study model was completed by using commercially available standards of C4-C7 FAME. The equivalent chain lengths (ECL) of all 220 C4-C23 monomethyl branched FAME on OV-1 stationary phase were measured, achieving an average repeatability of ±0.0004 ECL units. The monomethyl branched FAME was identified by GC on the basis of regularity of the fractional chain lengths (FCL) dependence on the number of carbon atoms (C(z)) of individual homologous series of methyl 2-, 3-, …, 21-FAME. The prediction of retention of the first homologues, having the new position of methyl group beginning at higher carbon atoms number, and analogously for the second, third, fourth, and other members of the homologous series, allowed the dependence FCL=f(C(z)) for the first and subsequent members of beginning homologous of monomethyl derivatives of FAME. The identification was confirmed by mass spectrometry. All of the methyl isomers of FAME, which could not be completely separated by gas chromatography due to having a methyl group in surroundings of the middle of the carbon chain, were resolved by mass spectrometry using deconvolution in a SIM-mode. Measured gas chromatographic and mass spectrometric data were applied for identification of the monomethyl branched saturated FAME in tongue coating. Copyright © 2011 Elsevier B.V. All rights reserved.

Autoxidation of conjugated linoleic acid methyl ester in the presence of α-tocopherol: the hydroperoxide pathway

OpenAIRE

Pajunen, Taina

2009-01-01

The autoxidation of conjugated linoleic acid (CLA) is poorly understood in spite of increasing interest in the beneficial biological properties of CLA and growing consumption of CLA-rich foods. In this thesis, the autoxidation reactions of the two major CLA isomers, 9-cis,11-trans-octadecadienoic acid and 10-trans,12-cis-octadecadienoic acid, are investigated. The results contribute to an understanding of the early stages of the autoxidation of CLA methyl ester, and provide for the first time...

Thermo-Mechanical Properties of Semi-Degradable Poly(β-amino ester)-co-Methyl Methacrylate Networks under Simulated Physiological Conditions

Science.gov (United States)

Safranski, David L.; Crabtree, Jacob C.; Huq, Yameen R.; Gall, Ken

2011-01-01

Poly(β-amino ester) networks are being explored for biomedical applications, but they may lack the mechanical properties necessary for long term implantation. The objective of this study is to evaluate the effect of adding methyl methacrylate on networks' mechanical properties under simulated physiological conditions. The networks were synthesized in two parts: (1) a biodegradable crosslinker was formed from a diacrylate and amine, (2) and then varying concentrations of methyl methacrylate were added prior to photopolymerizing the network. Degradation rate, mechanical properties, and glass transition temperature were studied as a function of methyl methacrylate composition. The crosslinking density played a limited role on mechanical properties for these networks, but increasing methyl methacrylate concentration improved the toughness by several orders of magnitude. Under simulated physiological conditions, networks showed increasing toughness or sustained toughness as degradation occurred. This work establishes a method of creating degradable networks with tailorable toughness while undergoing partial degradation. PMID:21966028

Mitigating crystallization of saturated FAMES (fatty acid methyl esters) in biodiesel: 4. The phase behavior of 1,3-dioleoyl-2-palmitoyl glycerol – Methyl stearate binary system

International Nuclear Information System (INIS)

Mohanan, Athira; Bouzidi, Laziz; Narine, Suresh S.

2016-01-01

The present study examines the phase behavior of a model binary system made of OPO (1,3-dioleoyl-2-palmitoyl glycerol); a TAG (triacylglycerol) highly effective in depressing onset of crystallization of biodiesel, and MeS (methyl stearate); a prevalent saturated FAMEs (fatty acid methyl esters) in biodiesel. The thermal behavior, crystal structure and microstructure of the OPO/MeS mixtures were investigated with DSC (differential scanning calorimetry), XRD (X-ray diffraction) and PLM (polarized light microscope). The OPO/MeS system presented a phase diagram with peritectic and eutectic transitions. A simple thermodynamic modeling of the liquidus line indicated a relatively complex mixing behavior, and highlighted the prevailing effect of the peritectic compound on solubility. Different types of microstructures that were more or less influenced by MeS, OPO or/and compound microstructures were observed in the mixtures. They are associated with the crystal phases and the thermal transitions. Furthermore, MeS, OPO and compound crystal structures (monoclinic, orthorhombic and triclinic, respectively) served as templates for the crystal forms of the coexisting phases. The singularities in the liquidus line are attributed to chain length mismatch between the palmitic acid and the FAME (fatty acid methyl ester). The phase diagram achieved for OPO/MeS system is complete and can help in designing additive formulations to improve the cold flow behavior of biodiesel. - Highlights: • 1,3-dioleoyl-2-palmitoyl glycerol/methyl stearate (OPO/MeS) studied in detail. • Phase diagram with thermal transitions, polymorphism, microstructure achieved. • Phase trajectory singularities attributed to length mismatch of linear chains. • Mechanism for disruption of crystallization of biodiesel evidenced and explained.

Fuel properties of biodiesel from vegetable oils and oil mixtures. Influence of methyl esters distribution

International Nuclear Information System (INIS)

Martínez, G.; Sánchez, N.; Encinar, J.M.; González, J.F.

2014-01-01

In this work, the quality of biodiesel produced by basic transesterification from several vegetable oils (soybean, rapeseed, sunflower, high oleic sunflower, Cynara Cardunculus L., Brassica Carinata and Jatropha Curca) cultivated in Extremadura has been studied in detail. The influence of raw material composition on properties such as density, viscosity, cetane number, higher heating value, iodine and saponification values and cold filter plugging point has been verified. Other biodiesel properties such as acid value, water content and flash and combustion points were more dependent on characteristics of production process. Biodiesel produced by rapeseed, sunflower and high oleic sunflower oils transesterification have been biofuels with better properties according to Norm EN 14214. Finally, it has been tested that it is possible to use oils mixtures in biodiesel production in order to improve the biodiesel quality. In addition, with the same process conditions and knowing properties of biodiesel from pure oils; for biodiesel from oils mixtures, its methyl esters content, and therefore properties dependent this content can be predicted from a simple mathematical equation proposed in this work. - Highlights: • Biodiesel quality produced by basic transesterification from vegetable oils. • We examine influences of methyl esters distribution on biodiesel properties. • Biofuels from soybean, sunflower and rapeseed oils were with better properties. • Oils mixtures improve biodiesel quality to fulfill Norm EN 14214. • An equation to predict properties of biodiesel from oil mixtures is proposed

Use of calcium oxide in palm oil methyl ester production

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Kulchanat Prasertsit

2014-04-01

Full Text Available Introducing an untreated calcium oxide (CaO as a solid heterogeneous catalyst for biodiesel production from palm oil by transesterification was studied in this work. The four studied parameters were methanol to oil molar ratio, CaO catalyst concentration, reaction time, and water content. The results for palm oil show that when the water content is higher than 3%wt and the amount of CaO greater than 7%wt soap formation from saponification occurs. A higher methanol to oil molar ratio requires a higher amount of CaO catalyst to provide the higher product purity. The appropriate methanol to CaO catalyst ratio is about 1.56. Commercial grade CaO gives almost the same results as AR grade CaO. In addition, reusing commercial grade CaO for about 5 to 10 repetitions without catalyst regeneration drops the percentage of methyl ester purity approximately 5 to 10%, respectively.

The Comparison of Hydrotreated Vegetable Oils With Respect to Petroleum Derived Fuels and the Effects of Transient Plasma Ignition in a Compression-Ignition Engine

Science.gov (United States)

2012-09-01

Content per Combustion J FAME Fatty Acid Methyl Ester FMEP Friction Mean Effective Pressure PSI or Bar FT Fischer-Tropsch h Heat...recently, algae-derived oils. Biodiesel has gained popularity in North America over the past decade, but the ester content of Fatty Acid Methyl ... Ester ( FAME ) fuel creates both cold weather and water- based operational issues. The Fischer-Tropsch (FT) process produces liquid fuels from “syngas,” a

Synthesis of All Stereoisomers of 1-(4-Methoxyphenyl-2,3,4,9-tetrahydro-N-methyl-1H-pyrido[3,4-b]indole-3-carboxamide

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Momoko Onda

2018-01-01

Full Text Available In this study, all four stereoisomers of tryptoline or tetrahydro-β-carboline were synthesized in high yields by the catalyst-free amidation of methyl ester using methylamine under mild conditions. All isomers of the obtained amide and the precursor methyl ester were subjected to cell viability measurements on HeLa cells. The results indicated that the stereochemistry of the derivatives is clearly related to cell viability.

Sintesis Metil Ester dari Minyak Biji Kemiri (Aleurites Molluccana Menggunakan Metode Ultrasonokimia

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Rahmawati Aziz

2016-01-01

Full Text Available Using the fuel oil is the basic necessary in the world now. But, the raw material cannot be updated.  To ensure the availability of the fuel oil so, the newest of alternative energy is explored it. One of the ways is biodiesel which made from vegetable oil. In this research is resulted from the transesterification reaction between candlenut oil and methanol by utilizing ultrasonic equipment. This research has passed some phases, they are the determining of acid number in oil then continued by creating biodiesel from ultrasonic wave 47 kHz. Identification of FTIR and GCMS are two methods which used to analyze the component compound in biodiesel product. The conversion number that be gotten from FAME with reaction of variation time 30, 40 and 50 in succession 0,037%, 0,029% and 0,018%. The result analysis of FTIR shows some of functional groups which are special from biodiesel. While the result of GCMS analysis is known that there are 5 component compounds in biodiesel namely ester methyl palmitic acid, ester methyl olead, stearata ester methyl, linoleic ester methyl and elaidic ester methyl.

A Lactobacillus plantarum Esterase Active on a Broad Range of Phenolic Esters

Science.gov (United States)

Esteban-Torres, María; Landete, José María; Reverón, Inés; Santamaría, Laura; de las Rivas, Blanca

2015-01-01

Lactobacillus plantarum is the lactic acid bacterial species most frequently found in the fermentation of food products of plant origin on which phenolic compounds are abundant. L. plantarum strains showed great flexibility in their ability to adapt to different environments and growth substrates. Of 28 L. plantarum strains analyzed, only cultures from 7 strains were able to hydrolyze hydroxycinnamic esters, such as methyl ferulate or methyl caffeate. As revealed by PCR, only these seven strains possessed the est_1092 gene. When the est_1092 gene was introduced into L. plantarum WCFS1 or L. lactis MG1363, their cultures acquired the ability to degrade hydroxycinnamic esters. These results support the suggestion that Est_1092 is the enzyme responsible for the degradation of hydroxycinnamic esters on the L. plantarum strains analyzed. The Est_1092 protein was recombinantly produced and biochemically characterized. Surprisingly, Est_1092 was able to hydrolyze not only hydroxycinnamic esters, since all the phenolic esters assayed were hydrolyzed. Quantitative PCR experiments revealed that the expression of est_1092 was induced in the presence of methyl ferulate, an hydroxycinnamic ester, but was inhibited on methyl gallate, an hydroxybenzoic ester. As Est_1092 is an enzyme active on a broad range of phenolic esters, simultaneously possessing feruloyl esterase and tannase activities, its presence on some L. plantarum strains provides them with additional advantages to survive and grow on plant environments. PMID:25746986

Synergistic antiviral effect in vitro of azidothymidine and amphotericin B methyl ester in combination on HIV infection

DEFF Research Database (Denmark)

Hansen, J E; Nielsen, C; Svenningsen, A

1992-01-01

The nucleoside analogue azidothymidine (AZT) and the methyl ester of amphotericin B (AME) were assayed for antiviral effect on HIV infection singly and in combination. Both compounds were effective in inhibiting HIV infection of MT-4 cells. At concentrations where either compound alone had no sig...... synergistic antiviral properties. Amphotericin B itself significantly reduced HIV infectivity in vitro and should not be used as an antifungal agent in cultures intended to propagate HIV....

A Standard Structure for Bile Acids and Derivatives

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Francisco Meijide

2018-02-01

Full Text Available The crystal structures of two ester compounds (a monomer in its methyl ester form, with an amino isophthalic group, and a dimer in which the two steroid units are linked by a urea bridge recrystallized from ethyl acetate/methanol derived from cholic acid are described. Average bond lengths and bond angles from the crystal structures of 26 monomers and four dimers (some of them in several solvents of bile acids and esters (and derivatives are used for proposing a standard steroid nucleus. The hydrogen bond network and conformation of the lateral chain are also discussed. This standard structure was used to compare with the structures of both progesterone and cholesterol.

The protective effect of NG-nitro-L-arginine methyl ester and insulin on nitric oxide inhibition and pathology in experimental diabetic rat liver

International Nuclear Information System (INIS)

Ozden, H.; Guven, G.; Tekin, N.; Akyuz, F.; Gurer, F.; Kucuk, F.; Ustuner, Mehmet C.; Yaylak, F.

2009-01-01

Objective was to determine on protective role of NG-nitro-L-arginine methyl ester (L-NAME) and insulin on the liver in streptoozotocin (STZ) induced diabetic rats. This study was performed in the Department of Biochemistry, Faculty of Medicine, Eskisehir Osmangazi University, Eskisehir, Turkey in 2007. Forty male Wistar albino rats were divided into 5 groups. These were untreated, diabetic control, STZ+insulin, STZ+L-NAME and STZ+insulin+L-NAME induced groups. The STZ was intraperitonally injected into 3 groups and includes insulin, L-NAME and their joint administrations as protective agents. The blood glucose and nitric oxide (NO) levels were determined. The tissue samples were obtained at the end of the fourth week. The liver tissue distortions were evaluated using hematoxylin and eosin staining. The serum glucose level was significantly higher in diabetic control (p=0.000), than the untreated group. The focal pseudo lobular structures without vena centralis increased portal fibrillary necrosis and bile duct stenosis with voagulation necrosis of the peripheral hepatocytes were more observed in diabetic group than the protective agent groups. In addition, insulin and L-NAME lead to hepatocyte regeneration and minimal mononuclear cell infiltration was noted. NG-nitro-L-arginine methyl ester inhibits NO level in STZ+L-NAME induced group. NG-nitro-L-arginine methyl ester either alone or with insulin combination significantly attenuates the liver morphological disarrangements in STZ induced diabetic rats. (author)

A Lactobacillus plantarum esterase active on a broad range of phenolic esters.

Science.gov (United States)

Esteban-Torres, María; Landete, José María; Reverón, Inés; Santamaría, Laura; de las Rivas, Blanca; Muñoz, Rosario

2015-05-01

Lactobacillus plantarum is the lactic acid bacterial species most frequently found in the fermentation of food products of plant origin on which phenolic compounds are abundant. L. plantarum strains showed great flexibility in their ability to adapt to different environments and growth substrates. Of 28 L. plantarum strains analyzed, only cultures from 7 strains were able to hydrolyze hydroxycinnamic esters, such as methyl ferulate or methyl caffeate. As revealed by PCR, only these seven strains possessed the est_1092 gene. When the est_1092 gene was introduced into L. plantarum WCFS1 or L. lactis MG1363, their cultures acquired the ability to degrade hydroxycinnamic esters. These results support the suggestion that Est_1092 is the enzyme responsible for the degradation of hydroxycinnamic esters on the L. plantarum strains analyzed. The Est_1092 protein was recombinantly produced and biochemically characterized. Surprisingly, Est_1092 was able to hydrolyze not only hydroxycinnamic esters, since all the phenolic esters assayed were hydrolyzed. Quantitative PCR experiments revealed that the expression of est_1092 was induced in the presence of methyl ferulate, an hydroxycinnamic ester, but was inhibited on methyl gallate, an hydroxybenzoic ester. As Est_1092 is an enzyme active on a broad range of phenolic esters, simultaneously possessing feruloyl esterase and tannase activities, its presence on some L. plantarum strains provides them with additional advantages to survive and grow on plant environments. Copyright © 2015, American Society for Microbiology. All Rights Reserved.

Standard molar enthalpies of formation of three methyl-pyrazole derivatives

International Nuclear Information System (INIS)

Ribeiro da Silva, Manuel A.V.; Cabral, Joana I.T.A.

2012-01-01

Highlights: ► Combustion calorimetry was used to determine Δ f H m ∘ (cr) of methyl-pyrazole derivatives. ► Vapour pressures were determined by the Knudsen mass-loss effusion technique. ► Gas-phase Δ f H m ∘ of the studied compounds have been derived. - Abstract: The standard (p ° = 0.1 MPa) molar enthalpies of formation of the crystalline 3-methyl-1-pyrazolecarboxamide; 3-methyl-3-pyrazoline-5-one; and 4-methyl-2-pyrazoline-5-one were derived from the standard massic energies of combustion, in oxygen, to yield CO 2 (g), H 2 O (l) and N 2 (g), at T = 298.15 K, measured by static bomb combustion calorimetry. The standard molar enthalpies of sublimation were calculated from the variation of the vapour pressures of each compound with temperature, measured by the Knudsen effusion technique. These two thermodynamic parameters yielded the standard molar enthalpies of formation of the pyrazole derivatives, in the gaseous phase, at T = 298.15 K. The derived standard molar enthalpies of formation, in gaseous state, are analyzed in terms of enthalpic increments and interpreted in terms of molecular structure.

Characterization, quantitation and evolution of monoepoxy compounds formed in model systems of fatty acid methyl esters and monoacid triglycerides heated at high temperature

Directory of Open Access Journals (Sweden)

Berdeaux, O.

1999-02-01

Full Text Available Monoepoxy compounds formed after heating methyl oleate and linoleate, triolein and trilinolein at 180°C for 5, 10 and 15 hours, were characterized and quantitated after derivatization to fatty acid methyl esters by using two base-catalyzed procedures. Structures were identified by GC-MS before and after hydrogénation. A complete recovery of the epoxy compounds was obtained by comparing results from methyl oleate and linoleate before and after transesterification, and good repeatability was also attained. Similar amounts of epoxides were found for methyl esters and triglycerides of the same degree of unsaturation, although formation was considerably greater for the less unsaturated substrates, methyl oleate and triolein, possibly due to the absence of remaining double bonds in the molecule which would involve a lower tendency to participate in further reactions. On other hand, independently of the degree of unsaturation of the model systems and of the period of heating, significantly higher amounts of trans isomers were formed. Finally from comparison between the amounts of epoxides and the level of polar fatty acids in samples, it was deduced that monoepoxy compounds were one of the major groups formed under the conditions used.

En este estudio se identifican y cuantifican los compuestos epoxidados formados a partir de sistemas modelo de oleato y linoleato de metilo, trioleína y trilinoleína, calentados a 180°C durante 5,10 y 15 horas. La identificación se lleva a cabo mediante CG-EM en las muestras de esteres metílicos antes y después de someter a hidrogenación y para su cuantificación se utilizan dos procedimientos de transesterificación en medio alcalino. La comparación de las cantidades obtenidas, antes y después de la derivatización de los sistemas modelo de esteres metílicos, permitió deducir que la recuperación fue completa, obteniéndose también una excelente repetibilidad. Las cantidades de ep

Performance of a domestic cooking wick stove using fatty acid methyl esters (FAME) from oil plants in Kenya

Energy Technology Data Exchange (ETDEWEB)

Wagutu, Agatha W.; Chhabra, Sumesh C.; Lang' at-Thoruwa, Caroline C. [Department of Chemistry, Kenyatta University, P.O. Box 43844-0100, Nairobi (Kenya); Thoruwa, Thomas F.N. [Department of Energy Engineering, Kenyatta University, P.O. Box 43844, Nairobi (Kenya); Mahunnah, R.L.A. [University of Dar-es Salaam, Muhimbili College of Medicine, P.O. Box 53486, Dar-es Salaam (Tanzania)

2010-08-15

With depletion of solid biomass fuels and their rising costs in recent years, there has been a shift towards using kerosene and liquefied petroleum gas (LPG) for domestic cooking in Kenya. However, the use of kerosene is associated with health and safety problems. Therefore, it is necessary to develop a clean, safe and sustainable liquid bio-fuel. Plant oil derivatives fatty acid methyl esters (FAME) present such a promising solution. This paper presents the performance of a wick stove using FAME fuels derived from oil plants: Jatropha curcus L. (Physic nut), Croton megalocarpus Hutch, Calodendrum capense (L.f.) Thunb., Cocos nucifera L. (coconut), soyabeans and sunflower. The FAME performance tests were based on the standard water-boiling tests (WBT) and compared with kerosene. Unlike kerosene all FAME fuels burned with odorless and non-pungent smell generating an average firepower of 1095 W with specific fuel consumption of 44.6 g L{sup -1} (55% higher than kerosene). The flash points of the FAME fuels obtained were typically much higher (2.3-3.3 times) than kerosene implying that they are much safer to use than kerosene. From the results obtained, it was concluded that the FAME fuels have potential to provide safe and sustainable cooking liquid fuel in developing countries. (author)

Performance of a domestic cooking wick stove using fatty acid methyl esters (FAME) from oil plants in Kenya

International Nuclear Information System (INIS)

Wagutu, Agatha W.; Thoruwa, Thomas F.N.; Chhabra, Sumesh C.; Lang'at-Thoruwa, Caroline C.; Mahunnah, R.L.A.

2010-01-01

With depletion of solid biomass fuels and their rising costs in recent years, there has been a shift towards using kerosene and liquefied petroleum gas (LPG) for domestic cooking in Kenya. However, the use of kerosene is associated with health and safety problems. Therefore, it is necessary to develop a clean, safe and sustainable liquid bio-fuel. Plant oil derivatives fatty acid methyl esters (FAME) present such a promising solution. This paper presents the performance of a wick stove using FAME fuels derived from oil plants: Jatropha curcus L. (Physic nut), Croton megalocarpus Hutch, Calodendrum capense (L.f.) Thunb., Cocos nucifera L. (coconut), soyabeans and sunflower. The FAME performance tests were based on the standard water-boiling tests (WBT) and compared with kerosene. Unlike kerosene all FAME fuels burned with odorless and non-pungent smell generating an average firepower of 1095 W with specific fuel consumption of 44.6 g L -1 (55% higher than kerosene). The flash points of the FAME fuels obtained were typically much higher (2.3-3.3 times) than kerosene implying that they are much safer to use than kerosene. From the results obtained, it was concluded that the FAME fuels have potential to provide safe and sustainable cooking liquid fuel in developing countries.

Poly(styrene-co-N-methacryloyl-l-phenylalanine methyl ester)-functionalized magnetic nanoparticles as sorbents for the analysis of sodium benzoate in beverages.

Science.gov (United States)

Ji, Shilei; Li, Nan; Qi, Li; Wang, Minglin

2017-01-01

In this study, poly(styrene-co-N-methacryloyl-l-phenylalanine methyl ester)-functionalized magnetic nanoparticles were constructed and used as magnetic solid-phase extraction sorbents for analysis of food preservatives in beverages. To prepare the poly(amino acid)-based sorbents, N-methacryloyl-l-phenylalanine methyl ester, and styrene served as the functional monomers and modified onto the magnetic nanoparticles via free radical polymerization. Interestingly, compared with propylparaben and potassium sorbate, the proposed poly(amino acid)-based sorbents showed a good selectivity to sodium benzoate. The adsorption capacity of the sorbents to sodium benzoate was 6.08 ± 0.31 mg/g. Moreover, the fast adsorption equilibrium could be reached within 5 min. Further, the resultant poly(amino acid)-based sorbents were applied in the analysis of sodium benzoate in real beverage samples. The results proved that the proposed magnetic solid-phase extraction sorbents have a great potential for the analysis of preservatives in food samples. © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Sequential Diels–Alder/[3,3]-sigmatropic rearrangement reactions of β-nitrostyrene with 3-methyl-1,3-pentadiene

Directory of Open Access Journals (Sweden)

Peter A. Wade

2013-10-01

Full Text Available The tin(IV-catalyzed reaction of β-nitrostyrene with (E-3-methyl-1,3-pentadiene in toluene afforded two major nitronic ester cycloadducts in 27% and 29% yield that arise from the reaction at the less substituted diene double bond. Also present were four cycloadducts from the reaction at the higher substituted diene double bond, two of which were the formal cycloadducts of (Z-3-methyl-1,3-pentadiene. A Friedel–Crafts alkylation product from the reaction of the diene, β-nitrostyrene, and toluene was also obtained in 10% yield. The tin(IV-catalyzed reaction of β-nitrostyrene with (Z-3-methyl-1,3-pentadiene in dichloromethane afforded four nitronic ester cycloadducts all derived from the reaction at the higher substituted double bond. One cycloadduct was isolated in 45% yield and two others are formal adducts of the E-isomer of the diene. The product formation in these reactions is consistent with a stepwise mechanism involving a zwitterionic intermediate. The initially isolated nitronic ester cycloadducts underwent tin(IV-catalyzed interconversion, presumably via zwitterion intermediates. Cycloadducts derived from the reaction at the less substituted double bond of (E-3-methyl-1,3-pentadiene underwent a [3,3]-sigmatropic rearrangement on heating to afford 4-nitrocyclohexenes. Cycloadducts derived from the reaction at the higher substituted diene double bond of either diene failed to undergo a thermal rearrangement. Rates and success of the rearrangement are consistent with a concerted mechanism possessing a dipolar transition state. An initial assessment of substituent effects on the rearrangement process is presented.

Jatropha oil methyl ester and its blends used as an alternative fuel in diesel engine

Directory of Open Access Journals (Sweden)

Yarrapathruni Rao Hanumantha Venkata

2009-01-01

Full Text Available Biomass derived vegetable oils are quite promising alternative fuels for agricultural diesel engines. Use of vegetable oils in diesel engines leads to slightly inferior performance and higher smoke emissions due to their high viscosity. The performance of vegetable oils can be improved by modifying them through the transesterification process. In this present work, the performance of single cylinder water-cooled diesel engine using methyl ester of jatropha oil as the fuel was evaluated for its performance and exhaust emissions. The fuel properties of biodiesel such as kinematic viscosity, calorific value, flash point, carbon residue, and specific gravity were found. Results indicate that B25 has closer performance to diesel and B100 has lower brake thermal efficiency mainly due to its high viscosity compared to diesel. The brake thermal efficiency for biodiesel and its blends was found to be slightly higher than that of diesel fuel at tested load conditions and there was no difference of efficiency between the biodiesel and its blended fuels. For jatropha biodiesel and its blended fuels, the exhaust gas temperature increased with the increase of power and amount of biodiesel. However, its diesel blends showed reasonable efficiency, lower smoke, and CO2 and CO emissions.

Constituents of Mediterranean Spices Counteracting Vascular Smooth Muscle Cell Proliferation: Identification and Characterization of Rosmarinic Acid Methyl Ester as a Novel Inhibitor

Czech Academy of Sciences Publication Activity Database

Liu, R.; Heiss, E.H.; Waltenberger, B.; Blažević, T.; Schachner, B.; Jiang, B.; Kryštof, Vladimír; Liu, W.; Schwaiger, S.; Peña-Rodríguez, L. M.; Breuss, J.; Stuppner, H.; Dirsch, V.M.; Atanasov, A. G.

2018-01-01

Roč. 62, č. 7 (2018), č. článku 1700860. ISSN 1613-4125 Institutional support: RVO:61389030 Keywords : Mediterranean spices * neointima formation * rosmarinic acid * rosmarinic acid methyl ester * vascular smooth muscle cells Subject RIV: CE - Biochemistry OBOR OECD: Biochemical research methods Impact factor: 4.323, year: 2016

Solvent free hydroxylation of the methyl esters of Blighia unijugata seed oil in the presence of cetyltrimethylammonium permanganate

Directory of Open Access Journals (Sweden)

Adewuyi Adewale

2011-12-01

Full Text Available Abstract Extraction of oil from the seed of Blighia unijugata gave a yield of 50.82 ± 1.20% using hexane in a soxhlet extractor. The iodine and saponification values were 67.60 ± 0.80 g iodine/100 g and 239.20 ± 1.00 mg KOH/g respectively with C18:1 being the dominant fatty acid. Unsaturated methyl esters of Blighia unijugata which had been previously subjected to urea adduct complexation was used to synthesize methyl 9, 10-dihydroxyoctadecanoate via hydroxylation in the presence of cetyltrimethylammonium permanganate (CTAP. The reaction was monitored and confirmed using FTIR and GC-MS. This study has revealed that oxidation reaction of mono unsaturated bonds using CTAP could be achieved under solvent free condition.

The effects of Al{sub 2}O{sub 3}-TiO{sub 2} coating in a diesel engine on performance and emission of corn oil methyl ester

Energy Technology Data Exchange (ETDEWEB)

Hazar, Hanbey; Ozturk, Ugur [Department of Automotive, Technical Education Faculty, Firat University, Elazig 23119 (Turkey)

2010-10-15

Today, as a result of increase in oil prices, limited fossil fuel resources, environmental consideration and global warming, the methyl ester fuels have been focused on alternative fuels. Methyl ester fuels can be used more efficiently in low heat rejection engines (LHR), in which the temperature of combustion chamber is increased by creating a thermal barrier. In this study, the piston, cylinder head, exhaust and inlet valves of a diesel engine were coated with the ceramic material Al{sub 2}O{sub 3}-TiO{sub 2} by the plasma spray method. Thus, a thermal barrier was provided for the parts of the combustion chamber with these coatings. The effects of corn oil methyl ester that produced by the transesterification method, and No. D2 fuels' performance and exhaust emissions' rate were studied by using equal in every respect coated and uncoated engines. Tests were performed on the uncoated engine, and then repeated on the coated engine and the results were compared. A decrease in engine power and specific fuel consumption, as well as significant improvements in exhaust gas emissions (except NOx), were observed for all test fuels used in the coated engine compared with that of the uncoated engine. (author)

Simultaneous Enhancement of Electrical Conductivity and Seebeck Coefficient of [6,6]-Phenyl-C71 Butyric Acid Methyl Ester (PC70BM by Adding Co-Solvents

Directory of Open Access Journals (Sweden)

Mina Rastegaralam

2018-05-01

Full Text Available Chemical modification by co-solvents added to [6,6]-Phenyl-C71 butyric acid methyl ester, commonly known as an n-type semiconducting fullerene derivative PC70BM, is reported to change the electrical and thermoelectric properties of this system. Power factor of the casted PC70BM samples achieves values higher than that determined for a variety of organic compounds, including conducting polymers, such as PEDOT:PSS in the pristine form. After chemical functionalization by different solvents, namely N,N-Dimethylformamide (DMF, dimethyl sulfoxide (DMSO, N-Methyl-2-pyrrolidone (NMP, acetonitrile (AC, and 1,2-Dichloroethane (DCE, the four-probe in-plane electrical conductivity and Seebeck coefficient measurements indicate a simultaneous increase of the electrical conductivity and the Seebeck coefficient. The observed effect is more pronounced for solvents with a high boiling point, such as N,N-Dimethylformamide (DMF, dimethyl sulfoxide (DMSO, and N-Methyl-2-pyrrolidone (NMP, than in acetonitrile (AC and 1,2-Dichloroethane (DCE. We identified the origin of these changes using Hall mobility measurements, which demonstrate enhancement of the PC70BM charge carrier mobility upon addition of the corresponding solvents due to the improved packaging of the fullerene compound and chemical interaction with entrapped solvent molecules within the layers.

Performance, Emissions and Combustion Characteristics of a Single Cylinder Diesel Engine Fuelled with Blends of Jatropha Methyl Ester and Diesel

Directory of Open Access Journals (Sweden)

Debasish Padhee

2014-05-01

Full Text Available In order to meet the energy requirements, there has been growing interest in alternative fuels like biodiesels, ethyl alcohol, biogas, hydrogen and producer gas to provide a suitable diesel substitute for internal combustion engines. An experimental investigation was performed to study the performance, emissions and combustion characteristics of diesel engine fuelled with blends of Jatropha methyl ester and diesel. In the present work three different fuel blends of Jatropha methyl ester (B10, B20, B40 and B100 were used. The increments in load on the engine increase the brake thermal efficiency, exhaust gas temperature and lowered the brake specific fuel consumption. The biodiesel blends produce lower carbon monoxide & unburned hydrocarbon emission and higher carbon dioxide & oxides of nitrogen than neat diesel fuel. From the results it was observed that the ignition delays decreased with increase in concentration of biodiesel in biodiesel blends with diesel. The combustion characteristics of single-fuel for biodiesel and diesel have similar combustion pressure and HRR patterns at different engine loads but it was observed that the peak cylinder pressure and heat release rate were lower for biodiesel blends compared to those of diesel fuel combustion.

Esterification of oil adsorbed on palm decanter cake into methyl ester using sulfonated rice husk ash as heterogeneous acid catalyst

Science.gov (United States)

Hindryawati, Noor; Erwin, Maniam, Gaanty Pragas

2017-02-01

Palm Decanter cake (PDC) which is categorized as the waste from palm oil mill has been found to contain residual crude palm oil. The oil adsorbed on the PDC (PDC-oil) can be extracted and potentially used as feedstock for biodiesel production. Feedstock from waste like PDC-oil is burdened with high free fatty acids (FFAs) which make the feedstock difficult to be converted into biodiesel using basic catalyst. Therefore, in this study, a solid acid, RHA-SO3H catalyst was synthesized by sulfonating rice husk ash (RHA) with concentrated sulfuric acid. The RHA-SO3H prepared was characterized with TGA, FTIR, BET, XRD, FE-SEM, and Hammett indicators (methyl red, bromophenol blue, and crystal violet). PDC was found to have about 11.3 wt. % oil recovered after 1 hour extraction using ultrasound method. The presence of sulfonate group was observed in IR spectrum, and the surface area of RHA-SO3H was reduced to 37 m2.g-1 after impregnation of sulfonate group. The RHA-SO3H catalyst showed that it can work for both esterification of free fatty acid which is present in PDC-oil, and transesterification of triglycerides into methyl ester. The results showed highest methyl ester content of 70.2 wt.% at optimal conditions, which was 6 wt.% catalyst amount, methanol to oil molar ratio of 17:1 for 5 hours at 120 °C.

Thermal studies of poly(esters) containing silicon or germanium in the main chain

International Nuclear Information System (INIS)

Tagle, L.H.; Terraza, C.; Valenzuela, P.; Leiva, A.; Urzua, M.

2005-01-01

The thermal properties of poly(esters) containing Si and/or Ge in the main chain derived from the acid dichlorides bis(4-chloroformyl-phenyl)-dimethyl-silane, bis(4-chloroformyl-phenyl)-dimethyl-germane, bis(4-chloroformyl-phenyl)-diphenyl-silane and bis(4-chloroformyl-phenyl)-diphenyl-silane, and the diphenols bis(4-hydroxyphenyl)-dimethyl-silane, bis(4-hydroxyphenyl)-dimethyl-germane, bis(4-hydroxyphenyl)-diphenyl-silane and bis(4-hydroxyphenyl)-diphenyl-germane were studied by differential scanning calorimetry and dynamic thermogravimetry. Poly(esters) with two Si atoms in the main chain showed higher values of T g than those with two Ge atoms, and the same was observed for poly(esters) with phenyl groups bonded to the heteroatoms, instead of those with methyl groups. Thermal decomposition temperatures were also higher for those poly(esters) with two Si atoms in the main chain and those in which the heteroatom is bonded to phenyl groups, due to the higher polarity of the Si-C bond in front of the Ge-C

Isotope-labelled folic acid derivatives

International Nuclear Information System (INIS)

Lewin, N.; Wong, E.T.

1976-01-01

The suggestion deals with the production of folic acid derivatives suitable as indicators or tracers for analyses of serum folates. These folic acid derivatives contain folic acid which is bound by one or both carboxyl groups to the amino nitrogen of compounds such as, e.g., tyramine, glycyl tyrosine, tyrosine, or the methyl ester of tyrosine. The derivative obtained can be substituted by a gamma emitter, e.g. the iodine isotope I 125. The radioactive derivative is used in the method for the competitive protein bonding to determine endogenic folates in the serum. (UWI) [de

A microfluidic device for the automated derivatization of free fatty acids to fatty acid methyl esters.

Science.gov (United States)

Duong, Cindy T; Roper, Michael G

2012-02-21

Free fatty acid (FFA) compositions are examined in feedstock for biodiesel production, as source-specific markers in soil, and because of their role in cellular signaling. However, sample preparation of FFAs for gas chromatography-mass spectrometry (GC-MS) analysis can be time and labor intensive. Therefore, to increase sample preparation throughput, a glass microfluidic device was developed to automate derivatization of FFAs to fatty acid methyl esters (FAMEs). FFAs were delivered to one input of the device and methanolic-HCl was delivered to a second input. FAME products were produced as the reagents traversed a 29 μL reaction channel held at 55 °C. A Design of Experiment protocol was used to determine the combination of derivatization time (T(der)) and ratio of methanolic-HCl:FFA (R(der)) that maximized the derivatization efficiencies of tridecanoic acid and stearic acid to their methyl ester forms. The combination of T(der) = 0.8 min and R(der) = 4.9 that produced optimal derivatization conditions for both FFAs within a 5 min total sample preparation time was determined. This combination of T(der) and R(der) was used to derivatize 12 FFAs with a range of derivatization efficiencies from 18% to 93% with efficiencies of 61% for tridecanoic acid and 84% for stearic acid. As compared to a conventional macroscale derivatization of FFA to FAME, the microfluidic device decreased the volume of methanolic-HCl and FFA by 20- and 1300-fold, respectively. The developed microfluidic device can be used for automated preparation of FAMEs to analyze the FFA compositions of volume-limited samples.

Comparative study between phenol and imidazole derivatives in radiolabeling of some steroid hormones

International Nuclear Information System (INIS)

Sallam, Kh.M.

2010-01-01

A phenol or imidazole ring is rarely present in steroid hormones, So, the molecule of steroid hormone requires chemical modification by addition of an iodinable residue like phenol or imedazole. So that the comparative study between phenol derivatives, include tyrosine methyl ester (TME) and tyramine, and imidazole derivatives, like histamine and histedine methyl ester (HME), for radiolabeling of some steroid hormones include estradiol and testosterone is the aim of the present study. The conjugation step was carried using mixed anhydride method and followed by radioiodination using iodogen as an oxidizing agent. Purification step was carried out using high performance liquid chromatography (HPLC). Optimization and validation of the tracer were carried out. Immunoreactivity of the all obtained tracers was check by using specific polyclonal antibodies. The results indicated that imidazols derivatives are more suitable from immunoreactivity view and storage period.

Fatty acid methyl esters, carbon nanotubes and carbon nanowalls coatings such as lubricity improvers of low sulfur diesel fuels

Energy Technology Data Exchange (ETDEWEB)

Cursaru, Diana Luciana; Tanasescu, Constantin [Petroleum-Gas Univ. of Ploiesti (Romania); Vizireanu, Sorin [National Institute for Laser, Plasma and Radiation Physics (Romania)

2013-06-01

In this study the lubricity of diesel fuel was restored by different methods, firstly by classic addition of fatty acid methyl esters or by dispersing carbon nanotubes into diesel fuels and secondly, by protecting the metallic surfaces which are in the direct contact to the low sulfur diesel fuel, by application of solid carbon nanowalls coatings synthesized by radiofrequency plasma beam deposition. The fatty acid methyl esters were prepared by transesterification of the sun flower oil in the presence of methanol. The carbon nanotubes were synthesized by CO disproportionation method and were characterized by RAMAN spectroscopy and high resolution transmission electron microscopy (TEM). The CNWs layers, before the friction tests, were examined by scanning electron microscopy (SEM), atomic force microscopy (AFM) and Raman spectroscopy, while the wear on the steel balls was investigated by optical microscopy of the HRRT apparatus and the wear track on the steel disk was investigated by SEM, AFM and profilometry. The lubricity was measured using the High Frequency Reciprocating Rig (HFRR) method. It has been found that CNWs layers exhibit a lubricating potential for the rubbed surfaces in the presence of low sulfur diesel fuels. Tribological analyses of various carbon materials revealed that the friction coefficient of carbon nanowalls is close to the values obtained for graphite. (orig.)

Diesel engine emissions and performance from blends of karanja methyl ester and diesel

International Nuclear Information System (INIS)

Raheman, H.; Phadatare, A.G.

2004-01-01

This paper presents the results of investigations carried out in studying the fuel properties of karanja methyl ester (KME) and its blend with diesel from 20% to 80% by volume and in running a diesel engine with these fuels. Engine tests have been carried out with the aim of obtaining comparative measures of torque, power, specific fuel consumption and emissions such as CO, smoke density and NO x to evaluate and compute the behaviour of the diesel engine running on the above-mentioned fuels. The reduction in exhaust emissions together with increase in torque, brake power, brake thermal efficiency and reduction in brake-specific fuel consumption made the blends of karanja esterified oil (B20 and B40) a suitable alternative fuel for diesel and could help in controlling air pollution. (author)

Effect of palm methyl ester-diesel blends performance and emission of a single-cylinder direct-injection diesel engine

Science.gov (United States)

Said, Mazlan; Aziz, Azhar Abdul; Said, Mohd Farid Muhamad

2012-06-01

The purpose of this study is to investigate engine performance and exhaust emission when using several blends of neat palm oil methyl ester (POME) with conventional diesel (D2) in a small direct injection diesel engine, and to compare the outcomes to that of the D2 fuel. Engine performances, exhaust emissions, and some other important parameters were observed as a function of engine load and speed. In addition, the effect of modifying compression ratio was also carried out in this study. From the engine experimental work, neat and blended fuels behaved comparably to diesel (D2) in terms of fuel consumption, thermal efficiency and rate of heat released. Smoke density showed better results than that emitted by D2, operating under similar conditions due to the presence of inherited oxygen and lower sulphur content in the biofuel and its blends. The emissions of CO, CO2, and HC were also lower using blended mixtures and in its neat form. However, NOx concentrations were found to be slight higher for POME and its blends and this was largely due to higher viscosity of POME and possibly the presence of nitrogen in the palm methyl ester. General observation indicates that biofuel blends can be use without many difficulties in this type of engine but for optimized operation minor modifications to the engine and its auxiliaries are required.

Kinetics and thermodynamics of oxidation mediated reaction in L-cysteine and its methyl and ethyl esters in dimethyl sulfoxide-d6 by NMR spectroscopy

Science.gov (United States)

Dougherty, Ryan J.; Singh, Jaideep; Krishnan, V. V.

2017-03-01

L-Cysteine (L-Cys), L-Cysteine methyl ester (L-CysME) or L-Cysteine ethyl ester (L-CysEE), when dissolved in dimethyl sulfoxide, undergoes an oxidation process. This process is slow enough and leads to nuclear magnetic resonance (NMR) spectral changes that could be monitored in real time. The oxidation mediated transition is modeled as a pseudo-first order kinetics and the thermodynamic parameters are estimated using the Eyring's formulation. L-Cysteine and their esters are often used as biological models due to the remarkable thiol group that can be found in different oxidation states. This oxidation mediated transition is due to the combination of thiol oxidation to a disulfide followed by solvent-induced effects may be relevant in designing cysteine-based molecular models.

Use of Fatty Acid Methyl Ester Profiles for Discrimination of Bacillus cereus T-Strain Spores Grown on Different Media▿

OpenAIRE

Ehrhardt, Christopher J.; Chu, Vivian; Brown, TeeCie; Simmons, Terrie L.; Swan, Brandon K.; Bannan, Jason; Robertson, James M.

2010-01-01

The goal of this study was to determine if cellular fatty acid methyl ester (FAME) profiling could be used to distinguish among spore samples from a single species (Bacillus cereus T strain) that were prepared on 10 different medium formulations. To analyze profile differences and identify FAME biomarkers diagnostic for the chemical constituents in each sporulation medium, a variety of statistical techniques were used, including nonmetric multidimensional scaling (nMDS), analysis of similarit...

Synthesis of the new derivatives of alkaloid glaucine

International Nuclear Information System (INIS)

Mukusheva, G.K.; Zhumagalieva, Zh.Zh.; Turmukhambetov, A.Zh.; Kazantsev, A.V.

2005-01-01

On the basis of aporphine alkaloid glaucine by reactions of halogenation, amino-methylation, acetylation and with esters of boronic acid new derivatives of glaucine were synthesized. The structures of obtained compounds were determined on basis of IR, 13 C, 1 H, 11 B NMR spectral data

Transesterification Of Kapok Oil Using Calcium Oxide Catalyst Methyl Esters Yield With Catalyst Loading

Directory of Open Access Journals (Sweden)

Yunusa Tukur

2015-08-01

Full Text Available Abstract This investigation was necessitated to find other feedstocks for biodiesel production that would not compete with food. Kapok oil with 0.8 FFA was transesterified with methanol using a heterogeneous catalyst CaO to determine its potential for biodiesel production. Methyl esters yields of 70.4 65.6 78.2 71.9 and 72.5 were obtained with catalyst loading of 0.8 1.2 1.6 2.0 and 2.4 wt. of oil. The products had high compositions of FFA and alcohols which indicates that the oil require more esterification to reduce the feedstock FFA far below 0.8. Some unsaturated hydrocarbons such as alkenes and alkynes were also formed which could make the products unstable.

Lewis base activation of Lewis acids: catalytic, enantioselective addition of glycolate-derived silyl ketene acetals to aldehydes.

Science.gov (United States)

Denmark, Scott E; Chung, Won-Jin

2008-06-20

A catalytic system involving silicon tetrachloride and a chiral, Lewis basic bisphosphoramide catalyst is effective for the addition of glycolate-derived silyl ketene acetals to aldehydes. It was found that the sense of diastereoselectivity could be modulated by changing the size of the substituents on the silyl ketene acetals. In general, the trimethylsilyl ketene acetals derived from methyl glycolates with a large protecting group on the alpha-oxygen provide enantiomerically enriched alpha,beta-dihydroxy esters with high syn-diastereoselectivity, whereas the tert-butyldimethylsilyl ketene acetals derived from bulky esters of alpha-methoxyacetic acid provide enantiomerically enriched alpha,beta-dihydroxy esters with high anti-diastereoselecitvity.

Morphological evolution of the poly(3-hexylthiophene)/[6,6]-phenyl-C61-butyric acid methyl ester, oxidation of the silver electrode, and their influences on the performance of inverted polymer solar cells with a sol-gel derived zinc oxide electron selective layer

International Nuclear Information System (INIS)

Liu, Meng-Yueh; Chang, Chin-Hsiang; Chang, Chih-Hua; Tsai, Kao-Hua; Huang, Jing-Shun; Chou, Chen-Yu; Wang, Ing-Jye; Wang, Po-Sheng; Lee, Chun-Yu; Chao, Cha-Hsin; Yeh, Chin-Liang; Wu, Chih-I; Lin, Ching-Fuh

2010-01-01

The inverted polymer solar cell (PSC) based on a sol-gel derived zinc oxide (ZnO) thin film as an electron selective layer is investigated. The device performance is improved after the fabricated device is placed in air for a few days. The improvement is attributed to the self-organization of the poly(3-hexylthiophene)/[6,6]-phenyl-C 61 -butyric acid methyl ester layer and oxidation of the silver electrode with time, resulting in a significant enhancement in the short circuit current, fill factor and open circuit voltage. The investigation shows that the inverted PSC based on ZnO thin film exhibits a high efficiency of 3.8% on the 6th day after fabrication without the use of poly(3,4-ethylene dioxythiophene):poly(styrene sulfonate) and encapsulation.

Access to Optically Pure β-Hydroxy Esters via Non-Enzymatic Kinetic Resolution by a Planar-Chiral DMAP Catalyst

Directory of Open Access Journals (Sweden)

Alba E. Díazlvarez

2014-09-01

Full Text Available The development of new approaches to obtain optically pure β-hydroxy esters is an important area in synthetic organic chemistry since they are precursors of other high value compounds. Herein, the kinetic resolution of racemic β-hydroxy esters using a planar-chiral DMAP derivative catalyst is presented. Following this procedure, a range of aromatic β-hydroxy esters was obtained in excellent selectivities (up to s = 107 and high enantiomeric excess (up to 99% ee. Furthermore, the utility of the present method was demonstrated in the synthesis of (S-3-hydroxy-N-methyl-3-phenylpropanamide, a key intermediate for bioactive molecules such as fluoxetine, tomoxetine or nisoxetine, in its enantiomerically pure form.

Rhodotorulaglutinis phenylalanine/tyrosine ammonia lyase enzyme catalyzed synthesis of the methyl ester of para-hydroxycinnamic acid and its potential antibacterial activity

Directory of Open Access Journals (Sweden)

Marybeth C MacDonald

2016-03-01

Full Text Available Biotransformation of L-tyrosine methyl ester (L-TM to the methyl ester of para- hydroxycinnamic acid (p-HCAM using Rhodotorula glutinis yeast phenylalanine/tyrosine ammonia lyase (PTAL; EC 4.3.1.26 enzyme was successfully demonstrated for the first time; progress of the reaction was followed by spectrophotometric determination at 315 nm. The following conditions were optimized for maximal formation of p-HCAM: pH (8.5, temperature (37 C, speed of agitation (50 rpm, enzyme concentration (0.080 µM, and substrate concentration (0.50 mM. Under these conditions, the yield of the reaction was ~15% in 1 h incubation period and ~63% after an overnight (~18 h incubation period. The product (p-HCAM of the reaction of PTAL with L-TM was confirmed using Nuclear Magnetic Resonance spectroscopy (NMR. Fourier Transform Infra-Red spectroscopy (FTIR was carried out to rule out potential hydrolysis of p-HCAM during overnight incubation. Potential antibacterial activity of p-HCAM was tested against several strains of Gram positive and Gram negative bacteria. This study describes a synthetically useful transformation, and could have future clinical and industrial applications.

Preparation of polyol esters based on vegetable and animal fats.

Science.gov (United States)

Gryglewicz, S; Piechocki, W; Gryglewicz, G

2003-03-01

The possibility of using some natural fats: rapeseed oil, olive oil and lard, as starting material for the preparation of neopentyl glycol (NPG) and trimethylol propane (TMP) esters is reported. The syntheses of final products were performed by alcoholysis of fatty acid methyl esters, obtained from natural fats studied, with the appropriate polyhydric alcohol using calcium methoxide as a catalyst. The basic physicochemical properties of the NPG and TMP esters synthesized were the following: viscosity at 40 degrees C in the range of 13.5-37.6 cSt, pour point between -10.5 and -17.5 degrees C and very high viscosity indices, higher than 200. Generally, the esters of neopentyl alcohols were characterized by higher stability in thermo-oxidative conditions in comparison to native triglycerides. Due to the low content of polyunsaturated acids, the olive oil based esters showed the highest thermo-oxidative resistance. Also, methyl esters of fatty acids of lard would constitute a good raw material for the synthesis of lubricating oils, provided that their saturated acids content was lowered. This permits synthesis of NPG and TMP esters with a lower pour point (below -10 degrees C) than natural lard (+33 degrees C).

SYNTHESIS OF SOME PROLINE DERIVATIVES BY MEANS OF MICHAEL ADDITIONS OF GLYCINE ESTERS

NARCIS (Netherlands)

VANDERWERF, A; KELLOGG, RM

1991-01-01

Addition of the Schiff bases derived from reaction of glycine alkyl esters with benzophenoneimine to alpha,beta-unsaturated ketones, followed by hydrogenation of the addition products, leads to 5- or 3,5-substituted prolines. Hydrolysis of the Michael adducts rather than hydrogenation allows

Physicochemical properties of the liquid mixture between stearate methyl / acid methyl sulfur stearate

Directory of Open Access Journals (Sweden)

Jesús Alfonso Torres Ortega

2008-06-01

Full Text Available The need of new alternatives for advance of the domestic oil-chemical industry, based local natural resources, make use of palm oil (Elaeis guineensis, as a source for obtaining alkyl esters, an excellent alternative development to be explored initially by the research groups at universities or institutions of scientifc innovation and development. The sulfonation process for the manufacture of surfactant were conducted in a falling flm reactor by the absorption and chemical reaction with SO3 gas on methyl esters derived from hydrogenated palm stearin. Identifying the properties of the reactants, products, and its mix is very important for the characterized by gas chromatography and infrared spectroscopy. It presents the properties of these inputs as a result of a series of experiments, which varies the mole ratio of the mixture of reactants and products, the process temperature and the percentage of sulfonate agent in the gas fow.

Molecularly imprinted polymer for the selective extraction of cocaine and its metabolites, benzoylecgonine and ecgonine methyl ester, from biological fluids before LC-MS analysis.

Science.gov (United States)

Thibert, Valérie; Legeay, Patrice; Chapuis-Hugon, Florence; Pichon, Valérie

2014-02-15

Considering the important complexity of biological samples, a molecularly imprinted polymer (MIP) was applied to the selective extraction of cocaine and its two main metabolites, benzoylecgonine and ecgonine methyl ester from biological samples. The MIP was imprinted with cocaine and it was synthesized in acetonitrile with methacrylic acid as a functional monomer and ethylene glycol dimethacrylate as a crosslinker. The selectivity of the MIP was first assessed for the three target analytes in acetonitrile with recoveries higher than 80% on the MIP and lower than 30% on the non-imprinted polymer (NIP). The MIP was then evaluated for the selective extraction of these targets from real aqueous media, i.e. serum and urine samples. The pH adjustment of the sample as well as the optimization of the washing step led to a very selective extraction of cocaine from these media. A LOQ of 0.5ng/mL was obtained for cocaine in urine. Concerning cocaine metabolites, benzoylecgonine and ecgonine methyl ester, they were first extracted from urine by liquid-liquid extraction and the resulting extract was purified on the MIP. The results obtained with the MIP as compared to the LLE alone showed the great potential of the MIP extraction for the clean-up of the biological matrix. This procedure was tested for the extraction of the analytes from urine samples, leading to a very selective protocol with LOQs of 0.09ng/mL, 0.4ng/mL and 1.1ng/mL for cocaine, benzolecgonine and ecgonine methyl ester respectively in urine samples. Copyright © 2013 Elsevier B.V. All rights reserved.

Quinoline-3-carboxamide Derivatives as Potential Cholesteryl Ester Transfer Protein Inhibitors

Directory of Open Access Journals (Sweden)

Jing-Kang Shen

2012-05-01

Full Text Available A series of novel quinoline-3-carboxamide derivatives 10–17 and 23–27 were designed and synthesized as cholesteryl ester transfer protein (CETP inhibitors. All of them exhibited activity against CETP. Particularly, compounds 24 and 26 displayed the best activity against CETP with the same inhibitory rate of 80.1%.

Comparison of in vitro and in vivo phototoxicity tests with S-(-)-10,11-dihydroxyfarnesic acid methyl ester produced by Beauveria bassiana KACC46831.

Science.gov (United States)

Kim, Min-A; Son, Hyeong-U; Yoon, Cheol-Sik; Nam, Sung-Hee; Choi, Young-Cheol; Lee, Sang-Han

2014-09-01

Beauveria bassiana is a fungi that is well-known for demonstrating a resistance to environmental change. To confirm whether S-(-)-10,11-dihydroxyfarnesic acid methyl ester (DHFAME) produced by Beauveria bassiana KACC46831 causes phototoxicity when used for cosmetic purposes due to its anti-tyrosinase activity, we conducted in vitro and in vivo phototoxicity tests. There were no significant changes or damage observed in the compound-treated group with regards to skin phototoxicity, while 8-methoxypsoralen, which served as a positive control, induced toxic effects. The in vitro 3T3 neutral red uptake assay, an alternative assessment, was used for further confirmation of the phototoxicity. The results showed that DHFAME did not exhibit phototoxicity at the designated concentrations, with or without UV irradiation in the 3T3 cells. These results indicated that the methyl ester produced by Beauveria bassiana KACC46831 does not induce phototoxicity in the skin. Therefore, the results of the present study indicate that DHFAME shows potential for use as a cosmetic ingredient that does not cause skin phototoxicity.

The vaporization enthalpies and vapor pressures of fatty acid methyl esters C18, C21 to C23, and C25 to C29 by correlation - gas chromatography

International Nuclear Information System (INIS)

Chickos, James S.; Zhao Hui; Nichols, Gary

2004-01-01

Vapor pressures and vaporization enthalpies for methyl heptadecanoate and methyl heneicosanoate to methyl octacosanoate exclusive of methyl tricosanoate are evaluated as a function of temperature over the temperature range T = 298.15-450 K by correlation gas chromatography. The results are generated by an extrapolative process using literature values for methyl tetradecanoate to methyl eicosanoate as standards. Relationships for calculating vapor pressures of the title compounds from T = 298.15 to 450 K are provided. Experimental fusion enthalpies are also reported for the methyl esters from methyl hexadecanoate to methyl octacosanoate excluding methyl tridecanoate. Vaporization enthalpies and fusion enthalpies adjusted for temperature to T = 298.15 K are combined to provide sublimation enthalpies. The results are compared to available literature values. A rationale for the linear relationship observed between enthalpies of vaporization and enthalpies of transfer from solution to the vapor is also provided

Low temperature FT-IR and molecular orbital study of N,N-dimethylglycine methyl ester: Proof for different ground conformational states in gas phase and in condensed media

OpenAIRE

Gómez-Zavaglia, A.; Fausto, R.

2002-01-01

N,N-dimethylglycine methyl ester (DMG-Me) was studied by FT-IR spectroscopy under several experimental conditions, including low temperature solid state and isolated in low temperature inert gas matrices, and by molecular orbital calculations. In agreement with the theoretical predictions, the experimental data show that in the gaseous phase the most stable conformer (ASC) has the ester group in cis configuration and the N–C–CO and Lp–N–C–C (Lp=lone electron pair) dihedral angles equal to 0° ...

Traceable atomic force microscopy of high-quality solvent-free crystals of [6,6]-phenyl-C61-butyric acid methyl ester

OpenAIRE

Lazzerini, GM; Paterno, GM; Tregnago, G; Treat, N; Stingelin, N; Yacoot, A; Cacialli, F

2016-01-01

We report high-resolution, traceable atomic force microscopymeasurements of high-quality, solvent-free single crystals of [6,6]-phenyl-C61-butyric acid methyl ester (PCBM). These were grown by drop-casting PCBM solutions onto the spectrosil substrates and by removing the residual solvent in a vacuum. A home-built atomic force microscope featuring a plane mirror differential optical interferometer, fiber-fed from a frequency-stabilized laser (emitting at 632.8???nm), was used to measure the cr...

Traceable atomic force microscopy of high-quality solvent-free crystals of [6,6]-phenyl-C-61-butyric acid methyl ester

OpenAIRE

Lazzerini, G. M.; Paterno, G. M.; Tregnago, G.; Treat, N.; Stingelin, N.; Yacoot, A.; Cacialli, F.

2016-01-01

We report high-resolution, traceable atomic force microscopymeasurements of high-quality, solvent-free single crystals of [6,6]-phenyl-C61-butyric acid methyl ester (PCBM). These were grown by drop-casting PCBM solutions onto the spectrosil substrates and by removing the residual solvent in a vacuum. A home-built atomic force microscope featuring a plane mirror differential optical interferometer, fiber-fed from a frequency-stabilized laser (emitting at 632.8 nm), was used to measure the crys...

Enzymatic methylation of band 3 anion transporter in intact human erythrocytes

International Nuclear Information System (INIS)

Lou, L.L.; Clarke, S.

1987-01-01

Band 3, the anion transport protein of erythrocyte membranes, is a major methyl-accepting substrate of the intracellular erythrocyte protein carboxyl methyltransferase (S-adenosyl-L-methionine: protein-D-aspartate O-methyltransferase; EC 2.1.1.77). The localization of methylation sites in intact cells by analysis of proteolytic fragments indicated that sites were present in the cytoplasmic N-terminal domain as well as the membranous C-terminal portion of the polypeptide. The amino acid residues that serve as carboxyl methylation sites of the erythrocyte anion transporter were also investigated. 3 H-Methylated band 3 was purified from intact erythrocytes incubated with L-[methyl- 3 H]methionine and from trypsinized and lysed erythrocytes incubated with S-adenosyl-L-[methyl- 3 H]methionine. After proteolytic digestion with carboxypeptidase Y, D-aspartic acid beta-[ 3 H]methyl ester was isolated in low yields (9% and 1%, respectively) from each preparation. The bulk of the radioactivity was recovered as [ 3 H]methanol, and the amino acid residue(s) originally associated with these methyl groups could not be determined. No L-aspartic acid beta-[ 3 H]methyl ester or glutamyl gamma-[ 3 H]methyl ester was detected. The formation of D-aspartic acid beta-[ 3 H]methyl esters in this protein in intact cells resulted from protein carboxyl methyltransferase activity since it was inhibited by adenosine and homocysteine thiolactone, which increases the intracellular concentration of the potent product inhibitor S-adenosylhomocysteine, and cycloleucine, which prevents the formation of the substrate S-adenosyl-L-[methyl- 3 H]methionine

Fatty acid methyl esters and Solutol HS 15 confer neuroprotection after focal and global cerebral ischemia.

Science.gov (United States)

Lin, Hung Wen; Saul, Isabel; Gresia, Victoria L; Neumann, Jake T; Dave, Kunjan R; Perez-Pinzon, Miguel A

2014-02-01

We previously showed that palmitic acid methyl ester (PAME) and stearic acid methyl ester (SAME) are simultaneously released from the sympathetic ganglion and PAME possesses potent vasodilatory properties which may be important in cerebral ischemia. Since PAME is a potent vasodilator simultaneously released with SAME, our hypothesis was that PAME/SAME confers neuroprotection in rat models of focal/global cerebral ischemia. We also examined the neuroprotective properties of Solutol HS15, a clinically approved excipient because it possesses similar fatty acid compositions as PAME/SAME. Asphyxial cardiac arrest (ACA, 6 min) was performed 30 min after PAME/SAME treatment (0.02 mg/kg, IV). Solutol HS15 (2 ml/kg, IP) was injected chronically for 14 days (once daily). Histopathology of hippocampal CA1 neurons was assessed 7 days after ACA. For focal ischemia experiments, PAME, SAME, or Solutol HS15 was administered following reperfusion after 2 h of middle cerebral artery occlusion (MCAO). 2,3,5-Triphenyltetrazolium staining of the brain was performed 24 h after MCAO and the infarct volume was quantified. Following ACA, the number of surviving hippocampal neurons was enhanced by PAME-treated (68%), SAME-treated (69%), and Solutol-treated HS15 (68%) rats as compared to ACA only-treated groups. Infarct volume was decreased by PAME (83%), SAME (68%), and Solutol HS15 (78%) as compared to saline (vehicle) in MCAO-treated animals. PAME, SAME, and Solutol HS15 provide robust neuroprotection in both paradigms of ischemia. This may prove therapeutically beneficial since Solutol HS15 is already administered as a solublizing agent to patients. With proper timing and dosage, administration of Solutol HS15 and PAME/SAME can be an effective therapy against cerebral ischemia.

Palladium(II)-catalyzed ortho-C-H arylation/alkylation of N-benzoyl α-amino ester derivatives.

Science.gov (United States)

Misal Castro, Luis C; Chatani, Naoto

2014-04-14

The palladium-catalyzed arylation/alkylation of ortho-C-H bonds in N-benzoyl α-amino ester derivatives is described. In such a system both the NH-amido and the CO2R groups in the α-amino ester moieties play a role in successful C-H activation/C-C bond formation using iodoaryl coupling partners. A wide variety of functional groups and electron-rich/deficient iodoarenes are tolerated. The yields obtained range from 20 to 95%. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Performance and emission characteristics of an agricultural diesel engine fueled with blends of Sal methyl esters and diesel

International Nuclear Information System (INIS)

Pali, Harveer S.; Kumar, N.; Alhassan, Y.

2015-01-01

Highlights: • Sal seed oil is unexplored biodiesel feedstock which is abundantly found in India. • Sal seed oil has good oxidation stability. • Performance and emission characteristics of the blends of Sal methyl esters with diesel evaluated. • At higher loads, CO, HC and smoke emissions of SME blends were lower than diesel. - Abstract: The present work deals with an underutilized vegetable oil; Sal seed oil (Shorea robusta) as a feedstock for biodiesel production. The production potential of Sal seed oil is very promising (1.5 million tons in a year) in India. The pressure filtered Sal seed oil was transesterified into Sal Methyl Ester (SME). The kinematic viscosity (5.89 cSt), density (0.8764 g/cc) and calorific value (39.65 MJ/kg) of the SME were well within the ASTM/EN standard limits. Various test fuels were prepared for the engine trials by blending 10%, 20%, 30% and 40% of SME in diesel on volumetric basis and designated as SME10, SME20, SME30 and SME40 respectively. The BTE, in general, was found to be decreased with increased volume fraction of SME in the blends. At full load, BSEC for SME10, SME20, SME30 and SME40 were 13.6 MJ/kW h, 14.3 MJ/kW h, 14.7 MJ/kW h and 14.8 MJ/kW h respectively as compared to 13.9 MJ/kW h in case of diesel. At higher load conditions, CO, UHC and smoke emissions were found lower for all SME blends in comparison to neat diesel due to oxygenated nature of fuel. SME10, SME20, SME30 and SME40 showed 51 ppm, 44 ppm, 46 ppm and 48 ppm of UHC emissions respectively as compared to 60 ppm of diesel. The NOx emissions were found to be increased for SME based fuel in comparison to neat diesel operation. At peak load condition, SME10, SME20, SME30 and SME40 had NOx emissions of 612 ppm, 644 ppm, 689 ppm and 816 ppm as compared to 499 ppm for diesel. It may be concluded from the experimental investigations that Sal seed biodiesel is a potential alternative to diesel fuel for reducing dependence on crude petroleum derived fuels and

Noncatalytic transformation of the crude lipid of ChlorellaI vulgaris into fatty acid methyl ester (FAME) with charcoal via a thermo-chemical process.

Science.gov (United States)

Kwon, Eilhann E; Jeon, Young Jae; Yi, Haakrho

2013-02-01

The noncatalytic transformation of the crude lipid of Chlorella vulgaris (C. vulgaris) into fatty acid methyl ester (FAME) via a thermo-chemical process was mainly investigated in this work. The crude lipid of C. vulgaris was recovered by means of solvent extraction from C. vulgaris cultivated in a raceway pond. The conventional catalyzed transesterification of crude lipid of C. vulgaris is notably inhibited by the impurities contained in the crude lipid of C. vulgaris. These impurities are inevitably derived from the solvent extraction process for C. vulgaris. However, this work presents the noncatalytic transesterification of microalgal lipid into FAME, which could be an alternative option. For example, the noncatalytic transformation of microalgal lipid into FAME provides evidence that the esterification of free fatty acids (FFAs) and the transesterification of triglycerides can be combined into a single step less susceptible to the impurities and with a high conversion efficiency (∼97%). Copyright © 2012 Elsevier Ltd. All rights reserved.

Bioreversible Derivatives of Phenol. 2. Reactivity of Carbonate Esters with Fatty Acid-like Structures Towards Hydrolysis in Aqueous Solutions

Directory of Open Access Journals (Sweden)

Claus Larsen

2007-10-01

Full Text Available A series of model phenol carbonate ester prodrugs encompassing derivatives with fatty acid-like structures were synthesized and their stability as a function of pH (range 0.4 – 12.5 at 37°C in aqueous buffer solutions investigated. The hydrolysis rates in aqueous solutions differed widely, depending on the selected pro-moieties (alkyl and aryl substituents. The observed reactivity differences could be rationalized by the inductive and steric properties of the substituent groups when taking into account that the mechanism of hydrolysis may change when the type of pro-moiety is altered, e.g. n-alkyl vs. t-butyl. Hydrolysis of the phenolic carbonate ester 2-(phenoxycarbonyloxy-acetic acid was increased due to intramolecular catalysis, as compared to the derivatives synthesized from ω-hydroxy carboxylic acids with longer alkyl chains. The carbonate esters appear to be less reactive towards specific acid and base catalyzed hydrolysis than phenyl acetate. The results underline that it is unrealistic to expect that phenolic carbonate ester prodrugs can be utilized in ready to use aqueous formulations. The stability of the carbonate ester derivatives with fatty acid-like structures, expected to interact with the plasma protein human serum albumin, proved sufficient for further in vitro and in vivo evaluation of the potential of utilizing HSA binding in combination with the prodrug approach for optimization of drug pharmacokinetics.

Thielavin B methyl ester: a cytotoxic benzoate trimer from an unidentified fungus (MSX 55526) from the Order Sordariales.

Science.gov (United States)

Ayers, Sloan; Ehrmann, Brandie M; Adcock, Audrey F; Kroll, David J; Wani, Mansukh C; Pearce, Cedric J; Oberlies, Nicholas H

2011-11-02

As part of our ongoing investigation of filamentous fungi for anticancer leads, an active fungal extract was identified from the Mycosynthetix library (MSX 55526; from the Order Sordariales). Bioactivity-directed fractionation yielded the known ergosterol peroxide (2) and 5α,8α-epidioxyergosta-6,9(11),22-trien-3β-ol(3), and a new benzoate trimer, termed thielavin B methyl ester (1). The structure elucidation of 1 was facilitated by the use of HRMS coupled to an APPI (atmospheric pressure photoionization) source. Compound 1 proved to be moderately active against a panel of three cancer cell lines.

Chloroindolyl-3-acetic Acid and its Methyl Ester Incorporation of 36Cl in Immature Seeds of Pea and Barley

DEFF Research Database (Denmark)

Engvild, Kjeld Christensen

1974-01-01

Immature seeds of pea and barley were harvested on plants grown in solutions containing 36Cl−, but no other chlorides. Autoradiography of two-dimensional thin layer chromatograms (silicagel) of butanol extracts of freeze-dried seeds showed the presence in both species of several radioactive...... compounds besides Cl−. One compound, present in pea and probably in barley, cochromatographed with a mixture of 4- and 6-chloroindolyl-3-acetic acid methyl esters. Another, detected in pea, but probably not in barley, cochromatographed with a mixture of 4-and 6-chloroindolyl-3-acetic acids....

Thermodynamic analysis of a variable compression ratio diesel engine running with palm oil methyl ester

International Nuclear Information System (INIS)

Debnath, Biplab K.; Sahoo, Niranjan; Saha, Ujjwal K.

2013-01-01

Highlights: ► Energy and exergy analysis of palm oil methyl ester (POME) run diesel engine. ► Engine was run at various compression ratios (CRs) and injection timings (ITs). ► POME can recover around 26% of the energy supplied by the fuel. ► CR rise and IT change cause shaft energy per unit fuel supply to increase. ► CR of 18 and IT of 20°BTDC reduce more entropy generation. - Abstract: The present work is set to explore the effect of compression ratio (CR) and injection timing (IT) on energy and exergy potential of a palm oil methyl ester (POME) run diesel engine. Experiments are carried out in a single cylinder, direct injection, water cooled variable compression ratio diesel engine at a constant peed of 1500 rpm under a full load of 4.24 bar brake mean effective pressure (BMEP). The study involves four different CRs of 16, 17, 17.5 and 18; and three different ITs of 20°, 23° and 28°BTDC. Here, the CR of 17.5 and IT of 23°BTDC are the standard ones. The energy analysis performed for the experimental data includes shaft power, energy input through fuel, output by cooling water and exhaust, uncounted loss per unit time. Side by side, the effects of varying CR and IT on peak pressure, peak heat release rate, brake thermal efficiency and exhaust gas temperature are also studied. The exergy analysis is carried out for availability input, shaft, cooling water and exhaust availability, availability destruction and entropy generation. It shows that higher values of CR increase the shaft availability and cooling water availability, however, they decrease the exhaust flow availability. The retardation and advancement of IT give similar results. The exergy analysis also shows that with the increase of CR, the injection retardation and advancement increase the shaft availability and exergy efficiency, while it reduces the exergy destruction. The entropy generation is also reduced for the similar CR and IT modifications.

18-Membered cyclic esters derived from glycolide and lactide: preparations, structures and coordination to sodium ions

Energy Technology Data Exchange (ETDEWEB)

Chisholm, Malcolm H.; Gallucci, Judith C.; Yin, Hongfeng (OSU)

2008-06-30

From reactions between glycolide or lactide (4 equiv.) with 4-dimethylaminopyridine, DMAP (1 equiv.) and NaBPh4 (1 equiv.) in benzene at 70 C the cyclic ester adducts (CH{sub 2}C(O)O){sub 6}NaBPh{sub 4} and (CHMeC(O)O){sub 6}NaBPh{sub 4} are formed respectively. The structures of the salts Na[(S,R,S,R,S,R)-(CH{sub 3}CHC(O)O){sub 6}]{sub 2}BPh{sub 4} {center_dot} CH{sub 3}CN and (CH{sub 2}C(O)O){sub 6}NaBPh{sub 4} {center_dot} (CH{sub 3}CN){sub 2} are reported. The cyclic esters were separated by chromatography and the structures of (CH{sub 2}C(O)O){sub 6}, (S,R,R,R,R,R)-(CHMeC(O)O){sub 6} and (S,S,R,R,R,R)-(CHMeC(O)O){sub 6} were determined. The {sup 1}H and {sup 13}C NMR data are reported for one of each of the six enantiomers of (CHMeC(O)O){sub 6} and the two meso isomers. The mechanism for the formation of these 18-membered rings is discussed in terms of an initial reaction between DMAP and NaBPh{sub 4} in hot benzene that produces NaPh and DMAP:BPh{sub 3} in the presence of the monomer lactide. The cyclic esters (CHMeC(O)O){sub 6} can also be obtained from the reaction between polylactide, PLA, in the presence of DMAP and NaBPh{sub 4}. The cyclic esters 3-methyl-1,4-dioxane-2,5-dione and 3,6,6-trimethyl-1,4-dioxane-2,5-dione undergo similar ring enlarging reactions to give cyclic 18-membered ring esters as determined by ESI-MS.

QSAR for cholinesterase inhibition by organophosphorus esters and CNDO/2 calculations for organophosphorus ester hydrolysis

Science.gov (United States)

Johnson, H.; Kenley, R. A.; Rynard, C.; Golub, M. A.

1985-01-01

Quantitative structure-activity relationships were derived for acetyl- and butyrylcholinesterase inhibition by various organophosphorus esters. Bimolecular inhibition rate constants correlate well with hydrophobic substituent constants, and with the presence or absence of catonic groups on the inhibitor, but not with steric substituent constants. CNDO/2 calculations were performed on a separate set of organophosphorus esters, RR'P(O)X, where R and R' are alkyl and/or alkoxy groups and X is fluorine, chlorine or a phenoxy group. For each subset with the same X, the CNDO-derived net atomic charge at the central phosphorus atom in the ester correlates well with the alkaline hydrolysis rate constant. For the whole set of esters with different X, two equations were derived that relate either charge and leaving group steric bulk, or orbital energy and bond order to the hydrogen hydrolysis rate constant.

The Glutathione Derivative, GSH Monoethyl Ester, May Effectively Whiten Skin but GSH Does Not

Directory of Open Access Journals (Sweden)

Bo Young Chung

2016-04-01

Full Text Available Glutathione in its reduced form (GSH is an antioxidant and also is involved in pheomelanin formation. Thus, it has been long believed that GSH has a skin whitening effect. However, its actual or direct effect is unproven. We evaluated the anti-melanogenic effects of GSH and its derivatives in vitro. We examined change of melanogenesis and its related proteins by GSH itself and its derivatives, including GSH monoethyl ester (GSH-MEE, GSH diethyl ester (GSH-DEE and GSH monoisopropyl ester (GSH-MIPE in Melan-A cells, Mel-Ab cells, and B16F10 cells. GSH and GSH-MEE did not display cytotoxic activity, but GSH-MIPE and GSH-DEE did. Intriguingly, GSH itself had no inhibitory effect on melanin production or intracellular tyrosinase activity. Rather, it was GSH-MEE and GSH-MIPE that profoundly reduced the amount of melanin and intracellular tyrosinase activity. Thus, GSH-MEE was selected as a suitable candidate skin-whitening agent and it did not alter melanogenesis-associated proteins such as microphthalmia-associated transcription factor (MITF, tyrosinase, tyrosinase-related protein (TRP-1, and TRP-2, but it did increase the amount of suggested pheomelanin and suggested pheomelanin/eumelanin ratio. GSH-MEE was effective for anti-melanogenesis, whereas GSH itself was not. GSH-MEE could be developed as a safe and efficient agent for the treatment of hyperpigmentation skin disorders.

Fragment-based discovery of novel pentacyclic triterpenoid derivatives as cholesteryl ester transfer protein inhibitors.

Science.gov (United States)

Chang, Yongzhi; Zhou, Shuxi; Li, Enqin; Zhao, Wenfeng; Ji, Yanpeng; Wen, Xiaoan; Sun, Hongbin; Yuan, Haoliang

2017-01-27

Cholesteryl Ester Transfer Protein (CETP) is an important therapeutic target for the treatment of atherosclerotic cardiovascular disease. Our molecular modeling study revealed that pentacyclic triterpenoid compounds could mimic the protein-ligand interactions of the endogenous ligand cholesteryl ester (CE) by occupying its binding site. Alignment of the docking conformations of oleanolic acid (OA), ursolic acid (UA) and the crystal conformations of known CETP inhibitor Torcetrapib in the active site proposed the applicability of fragment-based drug design (FBDD) approaches in this study. Accordingly, a series of pentacyclic triterpenoid derivatives have been designed and synthesized as novel CETP inhibitors. The most potent compound 12e (IC 50 :0.28 μM) validated our strategy for molecular design. Molecular dynamics simulations illustrated that the more stable hydrogen bond interaction of the UA derivative 12e with Ser191 and stronger hydrophobic interactions with Val198, Phe463 than those of OA derivative 12b mainly led to their significantly different CETP inhibitory activity. These novel potent CETP inhibitors based on ursane-type scaffold should deserve further investigation. Copyright © 2016 Elsevier Masson SAS. All rights reserved.

Synthesis and biological evaluation of 2-(phenyl-3H-benzo[d]imidazole-5-carboxylic acids and its methyl esters as potent anti-breast cancer agents

Directory of Open Access Journals (Sweden)

Chandrabose Karthikeyan

2017-05-01

Full Text Available A series of novel substituted 2-(phenyl-3H-benzo[d]imidazole-5-carboxylic acids (1a–1j and its methyl esters (2a–2f were synthesized and examined for their antiproliferative effects against three breast cancer cell lines (MDA-MB231, MDA-MB468 and MCF7 in vitro. Most of the compounds exhibited comparable or greater antiproliferative effects than the reference compound cisplatin. Compound 2e bearing 5-fluoro-2-hydroxyphenyl substituent was found to be the most active derivative of the series with GI50 values of 6.23, 4.09 and 0.18 μM against MDA-MB468, MDA-MB231 and MCF7 breast cancer cell lines, respectively. Our findings described here exemplify the usefulness of the title compounds as a lead for the development of more effective cancer therapeutics for the treatment of breast cancer.

Synthesis of 14C-labelled α-methyl tyrosine

International Nuclear Information System (INIS)

Rajagopal, S.; Venkatachalam, T.K.; Conway, T.; Diksic, M.

1992-01-01

A new route for the preparation of radioactively labelled α-methyl L-tyrosine is described. The labelling at the α position has been successfully achieved with 14 C-, 11 C- (very preliminary, unpublished), and 3 H-labelled methyl iodide. A detailed report on 14 C-labelling at the α position and the hydrolysis of 4-methoxy α-methyl phenylalanine is presented. The alkylation proceeds via the methylation of the carbanion of N-benzylidene 4-methoxy phenylalanine methyl ester 2. Hydrolysis of 4-O methyl tyrosine to tyrosine by HBr and HI were analysed and used in the optimization of the hydrolysis conditions of 4. Enantiomeric purity of the isolated L-isomer has been found to be 99% as judged by HPLC. Pseudo first-order rate constant for the hydrolysis of 14 C-labelled α-methyl 4-methoxy phenyl alanine methyl ester was determined. Preliminary findings of the 3 H- and 11 C-radiolabelled α-methyl tyrosine (methyl labelled) are also mentioned. For the first time it was shown that α-methyl D,L-tyrosine can be separated into enantiomerically pure α-methyl D- and L-tyrosine using a CHIRALPAK WH column. (author)

Commercial- and whitewashing-grade limestone as a heterogeneous catalyst for synthesis of fatty acid methyl esters from used frying oil (UFO)

Energy Technology Data Exchange (ETDEWEB)

Agrawal, Shweta; Singh, Bhaskar; Sharma, Yogesh C. [Banaras Hindu University, Department of Applied Chemistry, Institute of Technology, Varanasi (India); Frometa, Amado Enrique N. [Universidad Tecnologica de Izucar de Matamoros, Puebla (Mexico)

2012-12-15

Commercial-grade limestone used in whitewashing which is a low-cost material has been used as a catalyst for the synthesis of fatty acid methyl esters. The catalyst was characterized by differential thermal analysis/thermogravimetric analysis, X-ray diffraction, and Fourier transform infrared spectroscopy for the study of its physicochemical nature. The catalyst was calcined at 900 C for 2.5 h for the decomposition of calcium carbonate to calcium oxide. The catalyst was further activated by dissolving 1.5 wt% of catalyst in 30 ml methanol (7.5:1, methanol to used frying oil molar ratio) and stirred at 25 C for 1 h on a magnetic stirrer. The transesterification reaction was performed using calcium oxide as a catalyst and then with the ''activated calcium oxide.'' The conversion obtained was 94.4 % with calcium oxide and was found to be lower for the ''activated calcium oxide'' (i.e., 87.36 %). The conversion increased to 96.8 % on increasing the catalyst amount to 2.0 wt% in 5 h. A high yield (>95 %) of fatty acid methyl esters was observed when either calcium oxide or ''activated calcium oxide'' was taken as catalyst. The catalytic activity of calcium oxide obtained from low-grade limestone has been found to be comparable with the laboratory-grade CaO. (orig.)

Studies on the Synthesis of Etodolac Derivatives as Potential Anti-inflammatory Agents

Energy Technology Data Exchange (ETDEWEB)

Cho, H.; Chung, Y.S. [Department of Chemistry, Chungbuk Natiojal University (Korea); Jang, H.D. [Department of Chemical Engineering, Seoul National Polytechnic University (Korea); Ryu, S.R. [Department of Chemical Engineering, Dae Bul University (Korea)

1999-02-01

For the synthesis of new anti-inflammatory agents as indol derivatives, we have synthesized a-benzoyl-1-ethyl-1,3,4,9-tetrahydro-8-ethyl-9-(N-benzoyl)pyrano[3,4-b]indole-= 1-acetic acid methyl ester. It was a new method for a-substituted etodolac carboxylic acid. The synthetic process was composed of four steps, and 7-ethylindole and oxalyl chloride were used as starting materials. The third step, cyclization was carried out by addition of borontrifluoride diethyl etherate in 66% yield. The step of reduction and cyclization were simplified successfully. The final product, a-benzoyl-1-ethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetate (etodollic acid methyl ester) and benzoyl chloride. 14 refs., 3 figs.

Effect of steam injection on nox emissions and performance of a single cylinder diesel engine fuelled with soy methyl ester

Directory of Open Access Journals (Sweden)

Manickam Madhavan V.

2017-01-01

Full Text Available Biodiesel attracts most of the researchers and automotive industries in recent years as an alternative fuel for diesel engines, because of its better lubricity property, higher cetane number, and less greenhouse gas emissions. The use of bio diesel leads to reduction in hydro carbons, carbon monoxide, and particulate matter, but increase in NOx emissions. Increase in biodiesel blends in standard diesel leads to increase in NOx emission. In this study, an attempt is made to reduce the NOx emis-sions of a diesel engine fueled with pure soy methyl ester (B100 with low pressure steam injection. Experiments were carried out and studied for both standard diesel and pure biodiesel of soy methyl ester with steam injection ratio of 5, 10, and 15% on mass ratio basis of air in the inlet manifold. The present study has shown that around 30% reduction in NOx can be achieved for the steam injection rate of 10% and considerable reduction for all other steam injection rates when compared to standard diesel and B100. It is also observed that steam injection having signifi-cant impact on reduction of other emissions such as HC, CO, and CO2. The study also noted marginal improvement in the engine brake power, brake thermal effi-ciency and reduction in specific fuel consumption at part loads and minor increase during peak load operation for the low pressure steam injection on B100.

Origin of the enhanced performance in poly(3-hexylthiophene) : [6,6]-phenyl C-61-butyric acid methyl ester solar cells upon slow drying of the active layer

NARCIS (Netherlands)

Mihailetchi, Valentin D.; Xie, Hangxing; Boer, Bert de; Popescu, Lacramioara M.; Hummelen, Jan C.; Blom, Paul W.M.; Koster, L. Jan Anton

2006-01-01

The origin of the enhanced performance of bulk heterojunction solar cells based on slowly dried films of poly(3-hexylthiophene) (P3HT) and [6,6]-phenyl C-61-butyric acid methyl ester is investigated, combining charge transport measurements with numerical device simulations. Slow drying leads to a

Microwave Energy Increases Fatty Acid Methyl Ester Yield in Human Whole Blood Due to Increased Sphingomyelin Transesterification.

Science.gov (United States)

Metherel, Adam H; Aristizabal Henao, Juan J; Ciobanu, Flaviu; Taha, Ameer Y; Stark, Ken D

2015-09-01

Dried blood spots (DBS) by fingertip prick collection for fatty acid profiling are becoming increasingly popular due to ease of collection, minimal invasiveness and its amenability to high-throughput analyses. Herein, we assess a microwave-assisted direct transesterification method for the production of fatty acid methyl esters (FAME) from DBS. Technical replicates of human whole blood were collected and 25-μL aliquots were applied to chromatography strips prior to analysis by a standard 3-h transesterification method or microwave-assisted direct transesterification method under various power (variable vs constant), time (1-5 min) and reagent (1-10% H2SO4 in methanol) conditions. In addition, a standard method was compared to a 5-min, 30-W power microwave in 1% H2SO4 method for FAME yield from whole blood sphingomyelin, and sphingomyelin standards alone and spiked in whole blood. Microwave-assisted direct transesterification yielded no significant differences in both quantitative (nmol/100 µL) and qualitative (mol%) fatty acid assessments after as little as 1.5- and 1-min reaction times, respectively, using the variable power method and 5% H2SO4 in methanol. However, 30-W power for 5 min increased total FAME yield of the technical replicates by 14%. This increase appears largely due to higher sphingomyelin-derived FAME yield of up to 109 and 399% compared to the standard method when determined from whole blood or pure standards, respectively. In conclusion, microwave-assisted direct transesterification of DBS achieved in as little as 1-min, and 5-min reaction times increase total fatty acids primarily by significantly improving sphingomyelin-derived fatty acid yield.

Synthesis, antioxidative and whitening effects of novel cysteine derivatives

Energy Technology Data Exchange (ETDEWEB)

Ha, Ji Hoon; Kim, Kyoung Mi; Jeong, Yoon Ju; Park, Young Min; Lee, Jae Young; Park, Soo Nam [Dept. of Fine Chemistry, Cosmetic R and D Center, Cosmetic Industry Coupled Collaboration Center, Seoul National University of Science and Technology, Seoul (Korea, Republic of); Park, Jino [Daebong LS. Ltd, Incheon (Korea, Republic of)

2017-01-15

Recently, development of biocompatibility functional cosmetic agents as antioxidant or whitening agent has increased. In this study, synthetic cysteine derivatives (DBLS-21, -24, and -33) were developed containing syringic acid and cysteine moieties (l-cysteine ethyl ester, N-acetyl cysteine methyl ester, and N-acetyl cysteine ethyl ester), and their antioxidative and whitening activities were evaluated. The cellular protective effect (τ{sub 50}) of DBLS-21 was 51.1 min at 50 μM on {sup 1}O{sub 2} -induced hemolysis of erythrocytes. This activity was slightly higher than that of α-tocopherol (43.6 min) as a lipophilic antioxidant. In the melanogenesis inhibitory effect, DBLS-21, -24, and -33 was 1.6-, 1.8-, and 2.5-fold higher than arbutin, respectively. In particular, DBLS-21 and -33 was 112.8- and 6.1-fold higher than arbutin, respectively (293.4 μM) on tyrosinase inhibition activity (IC{sub 50} ). But DBLS-24 had no tyrosinase inhibitory activity. These results suggest that cysteine derivatives possess potential for use as an antioxidant agent (DBLS-21) and whitening agents (all derivatives) in cosmetics.

Synthesis, antioxidative and whitening effects of novel cysteine derivatives

International Nuclear Information System (INIS)

Ha, Ji Hoon; Kim, Kyoung Mi; Jeong, Yoon Ju; Park, Young Min; Lee, Jae Young; Park, Soo Nam; Park, Jino

2017-01-01

Recently, development of biocompatibility functional cosmetic agents as antioxidant or whitening agent has increased. In this study, synthetic cysteine derivatives (DBLS-21, -24, and -33) were developed containing syringic acid and cysteine moieties (l-cysteine ethyl ester, N-acetyl cysteine methyl ester, and N-acetyl cysteine ethyl ester), and their antioxidative and whitening activities were evaluated. The cellular protective effect (τ_5_0) of DBLS-21 was 51.1 min at 50 μM on "1O_2 -induced hemolysis of erythrocytes. This activity was slightly higher than that of α-tocopherol (43.6 min) as a lipophilic antioxidant. In the melanogenesis inhibitory effect, DBLS-21, -24, and -33 was 1.6-, 1.8-, and 2.5-fold higher than arbutin, respectively. In particular, DBLS-21 and -33 was 112.8- and 6.1-fold higher than arbutin, respectively (293.4 μM) on tyrosinase inhibition activity (IC_5_0 ). But DBLS-24 had no tyrosinase inhibitory activity. These results suggest that cysteine derivatives possess potential for use as an antioxidant agent (DBLS-21) and whitening agents (all derivatives) in cosmetics

Crystal Structure of the N-Benzyloxycarbonyl-alanyl-phenylalanyl-methyl Ester: The Importance of the H-Bonding Pattern

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Ignacio Alfonso

2011-08-01

Full Text Available Large crystals of the methyl ester of the N-a-benzyloxycarbonyl protected Ala-Phe dipeptide (Z-AF-OMe were obtained after the very slow evaporation of a solution of the corresponding carboxylic acid (Z-AF-OH in methanol containing an excess of HCl. The structure was confirmed by single crystal X-ray diffraction data. It crystallizes in the orthorhombic space group P212121 with unit cell dimensions a = 5.0655(6 Å, b = 8.4614(8 Å, c = 46.856(5 Å, V = 2008.3(4 Å3, Z = 4. In the crystal, the molecules form hydrogen bonded chains running along the a axis of the unit cell. Other secondary interactions are also discussed.

Combustion and emission characteristics of diesel engine fuelled with rice bran oil methyl ester and its diesel blends

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Gattamaneni Rao Narayana Lakshmi

2008-01-01

Full Text Available There has been a worldwide interest in searching for alternatives to petroleum-derived fuels due to their depletion as well as due to the concern for the environment. Vegetable oils have capability to solve this problem because they are renewable and lead to reduction in environmental pollution. The direct use of vegetable oils as a diesel engine fuel is possible but not preferable because of their extremely higher viscosity, strong tendency to polymerize and bad cold start properties. On the other hand, Biodiesels, which are derived from vegetable oils, have been recently recognized as a potential alternative to diesel oil. This study deals with the analysis of rice bran oil methyl ester (RBME as a diesel fuel. RBME is derived through the transesterification process, in which the rice bran oil reacts with methanol in the presence of KOH. The properties of RBME thus obtained are comparable with ASTM biodiesel standards. Tests are conducted on a 4.4 kW, single-cylinder, naturally aspirated, direct-injection air-cooled stationary diesel engine to evaluate the feasibility of RBME and its diesel blends as alternate fuels. The ignition delay and peak heat release for RBME and its diesel blends are found to be lower than that of diesel and the ignition delay decreases with increase in RBME in the blend. Maximum heat release is found to occur earlier for RBME and its diesel blends than diesel. As the amount of RBME in the blend increases the HC, CO, and soot concentrations in the exhaust decreased when compared to mineral diesel. The NOx emissions of the RBME and its diesel blends are noted to be slightly higher than that of diesel.

Synthesis and Structural Characterization of 1- and 2-Substituted Indazoles: Ester and Carboxylic Acid Derivatives

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Isabel Bento

2006-11-01

Full Text Available A series of indazoles substituted at the N-1 and N-2 positions with ester-containing side chains -(CH2nCO2R of different lengths (n = 0-6, 9, 10 are described.Nucleophilic substitution reactions on halo esters (X(CH2nCO2R by 1H-indazole inalkaline solution lead to mixtures of N-1 and N-2 isomers, in which the N-1 isomerpredominates. Basic hydrolysis of the ester derivatives allowed the synthesis of thecorresponding indazole carboxylic acids. All compounds were fully characterised bymultinuclear NMR and IR spectroscopies, MS spectrometry and elemental analysis; theNMR spectroscopic data were used for structural assignment of the N-1 and N-2 isomers.The molecular structure of indazol-2-yl-acetic acid (5b was determined by X-raydiffraction, which shows a supramolecular architecture involving O2-H...N1intermolecular hydrogen bonds.

New poly(ester urea) derived from L-leucine: Electrospun scaffolds loaded with antibacterial drugs and enzymes

Energy Technology Data Exchange (ETDEWEB)

Díaz, Angélica; Valle, Luis J. del [Departament d' Enginyeria Química, Universitat Politècnica de Catalunya, Av. Diagonal 647, Barcelona E-08028 (Spain); Tugushi, David; Katsarava, Ramaz [Institute of Chemistry and Molecular Engineering, Agricultural University of Georgia, 13 km. David Aghmashenebeli Alley, Tblisi 0131, Georgia (United States); Puiggalí, Jordi, E-mail: Jordi.Puiggali@upc.edu [Departament d' Enginyeria Química, Universitat Politècnica de Catalunya, Av. Diagonal 647, Barcelona E-08028 (Spain)

2015-01-01

Electrospun scaffolds from an amino acid containing poly(ester urea) (PEU) were developed as promising materials in the biomedical field and specifically in tissue engineering applications. The selected poly(ester urea) was obtained with a high yield and molecular weight by reaction of phosgene with a bis(α-aminoacyl)-α,ω-diol-diester monomer. The polymer having L-leucine, 1,6-hexanediol and carbonic acid units had a semicrystalline character and relatively high glass transition and melting temperatures. Furthermore it was highly soluble in most organic solvents, an interesting feature that facilitated the electrospinning process and the effective incorporation of drugs with bactericidal activity (e.g. biguanide derivatives such as clorhexidine and polyhexamethylenebiguanide) and enzymes (e.g. α-chymotrypsin) that accelerated the degradation process. Continuous micro/nanofibers were obtained under a wide range of processing conditions, being diameters of electrospun fibers dependent on the drug and solvent used. Poly(ester urea) samples were degradable in media containing lipases and proteinases but the degradation rate was highly dependent on the surface area, being specifically greater for scaffolds with respect to films. The high hydrophobicity of new scaffolds had repercussions on enzymatic degradability since different weight loss rates were found depending on how samples were exposed to the medium (e.g. forced or non-forced immersion). New scaffolds were biocompatible, as demonstrated by adhesion and proliferation assays performed with fibroblast and epithelial cells. - Highlights: • Electrospun scaffolds from a biodegradable poly(ester urea) have been prepared. • Scaffolds were effectively loaded with bactericide agents. • Enzymatic degradability of the L-leucine derived poly(ester urea) was demonstrated. • Enzymes that accelerate degradation were incorporated in the electrospun fibers. • Cell adhesion/proliferation assays demonstrated

Cu2+ Montmorillonite K10 Clay Catalyst as a Green Catalyst for Production of Stearic Acid Methyl Ester: Optimization Using Response Surface Methodology (RSM

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Enas A. Almadani

2018-01-01

Full Text Available Clay catalyst has received much attention to replace the homogeneous catalysts in the esterification reaction to produce fatty acid methyl ester as the source of biodiesel as it is low cost, easily available, as well as environmental friendly. However, the use of unmodified clay, in particular montmorillonite K10 (MMT K10, for the esterification of fatty acids showed that the acid conversion was less than 60% and this is not preferable to the production of biodiesel. In this study, synthesis of stearic acid methyl ester using Cu2+-MMT K10 (Cu-MMT K10 was successfully optimized via response surface methodo-logy (RSM based on 3-variable of Box-Behnken design (BB. The parameters were; reaction time (5-180 minutes, reaction temperature (80-120 oC and concentration of Cu2+ in MMT K10 (0.25-1 M. The use of RSM in optimizing the conversion of stearic acid was successfully developed as the actual experimental conversion of stearic acid was found similar to the actual values under the optimum conditions. The model equation predicted that the following conditions would generate the maximum conversion of stearic acid (87.05 %reaction time of 62 minutes, a reaction temperature of 80 oC and catalyst used is 1.0 M Cu-MMT K10. This finding can be considered as green catalytic process as it worked at moderate reaction temperature using low cost clay catalyst with a short reaction time. Copyright © 2018 BCREC Group. All rights reserved Received: 26th July 2017; Revised: 13rd January 2018; Accepted: 13rd January 2018; Available online: 22nd January 2018; Published regularly: 2nd April 2018 How to Cite: Almadani, E.A., Harun, F.W., Radzi, S.M., Muhamad, S.K. (2018. Cu2+ Montmorillonite K10 Clay Catalyst as a Green Catalyst for Production of Stearic Acid Methyl Ester: Optimization Using Response Surface Methodology (RSM. Bulletin of Chemical Reaction Engineering & Catalysis, 13 (1: 187-195 (doi:10.9767/bcrec.13.1.1397.187-195

Comparison of Fatty Acid Methyl Ester Analysis with the Use of API 20E and NFT Strips for Identification of Aquatic Bacteria

OpenAIRE

Brown, B. J.; Leff, L. G.

1996-01-01

Aquatic bacteria grown on MacConkey agar and modified nutrient agar were identified by using API 20E and NFT strips and fatty acid methyl ester (FAME) analysis. Identifications agreed at the species level 35.7% of the time when API 20E strips and FAME analysis were used and in 4.3% of the cases when API NFT strips and FAME analysis were used. These techniques require further development before extended use in ecological studies.

INFLUENCE OF PALM METHYL ESTER (PME AS AN ALTERNATIVE FUEL IN MULTICYLINDER DIESEL ENGINE

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Mohd Hafizil M. Yasin

2012-12-01

Full Text Available Palm oil is one of the vegetable oil, which is converted to biodiesel through a transesterification process using methanol as the catalyst. Palm oil biodiesel or palm methyl ester (PME can be used in diesel engines without any modification, and can be blended with conventional diesel to produce different proportions of PME-diesel blend fuels. The physical properties of PME were evaluated experimentally and theoretically. The effect of using neat PME as fuel on engine performance and emissions was evaluated using a commercial four-cylinder four-stroke IDI diesel engine. The experimental results on an engine operated with PME exhibited higher brake specific fuel consumption in comparison with the conventional fuel. With respect to the in-cylinder pressure and heat release rate, these increased features by over 8.11% and 9.3% with PME compared to conventional diesel. The overall results show that PME surpassed the diesel combustion quality due to its psychochemical properties and higher oxygen content.

Understanding Chemistry and Unique NMR Characters of Novel Amide and Ester Leflunomide Analogues

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Morkos A. Henen

2017-12-01

Full Text Available A series of diverse substituted 5-methyl-isoxazole-4-carboxylic acid amides, imide and esters in which the benzene ring is mono or disubstituted was prepared. Spectroscopic and conformational examination was investigated and a new insight involving steric interference and interesting downfield deviation due to additional diamagnetic anisotropic effect of the amidic carbonyl group and the methine protons in 2,6-diisopropyl-aryl derivative (2 as conformationaly restricted analogues Leflunomide was discussed. Individual substituent electronic effects through π resonance of p-substituents and most stable conformation of compound (2 are discussed.

An intelligent biopolymer gel with pendant L-proline methyl ester

International Nuclear Information System (INIS)

Yoshida, Masaru; Safranj, A.; Omichi, Hideki; Katakai, Ryoichi.

1995-01-01

Linear poly(acryloyl-L-proline methyl ester, A-ProOMe), obtained by radiation-induced polymerization of its monomer in ethanol, exhibits a lower critical solution temperature (LCST) at 14degC. A-ProOMe was copolymerized with a minor amount of 2-hydroxypropyl methacrylate (HPMA) or 2-hydroxyethyl methacrylate (HEMA), to obtain intelligent biopolymer gels for application in drug delivery systems. The poly(A-ProOMe/HPMA) gel was characterized by an initial rapid shrinkage at the surface in the swollen state, as resulting in formation of a rigid membrane barrier devoid of micropores. This gel is called a surface regulated matrix. In the case of poly(A-ProOMe/HEMA), no such a barrier formed, instead, the whole matrix shrunk without the disappearance of micropores. This gel is called a matrix pumping gel. Testosterone (T) was incorporated into the poly(A-ProOMe/HPMA) gel, and it was found that the daily dose of T released in vivo from this formulation remained constant at approximately 30 μg/day throughout an experimental period of 54 weeks. On the other hand, 9-β-D-arabinofuranosyladenine (Ara-A) was incorporated into the poly(A-ProOMe/HEMA) gel to evaluate the pulsatile drug release when cycled at 10 and 37degC. The in vitro release rate of Ara-A was found to be 11 ng/h at 10degC and 33 ng/h at 37degC. (author)

Mitigating crystallization of saturated FAMEs (fatty acid methyl esters) in biodiesel: 2. The phase behavior of 2-stearoyl diolein–methyl stearate binary system

International Nuclear Information System (INIS)

Baker, Mark; Bouzidi, Laziz; Narine, Suresh S.

2015-01-01

The phase behavior of a model binary system made of OSO (2-stearoyl diolein) and MeS (methyl stearate) was investigated with differential scanning calorimetry and X-ray diffraction. The study is part of a series of investigations of unconventional additives such as TAGs (triacylglycerols) and dimers of TAGs with a demonstrated potential to significantly alter the crystallization of biodiesel. The TAG (triacylglycerol) was found to be effective in depressing the crystallization onset of the FAME (fatty acid methyl ester) significantly even at low concentration. OSO was shown to affect the crystallization of the mixtures strongly, and to dramatically alter their polymorphism. The system's phase diagram involved marked transformation lines including eutectics and solid–solid transitions. The molecular interactions were evaluated using a simple thermodynamic model. A mechanism for disruption of crystallization was proposed to be dependent on the peculiar geometry of OSO: the “straight” stearic acid participates easily in the lamellar packing of the equally “straight” FAME, whilst its kinked oleic acids effectively halt additional saturated FAMEs from participating due to steric hindrances. The findings of the study indicate that judicious loadings of TAGs which would target biodiesel's saturated FAMEs will have a substantial beneficial effect on the low temperature performance of the fuel. - Highlights: • 2-Steroyl diolein/methyl stearate (OSO/MeS) binary system investigated comprehensively. • OSO/MeS mixtures presented very complex phase trajectories and behavior. • OSO alters crystallization at both nucleation and growth stages profoundly. • Mechanism for disruption of crystallization proposed and verified. • OSO and homologues formulations can be effectives cold flow additives for biodiesel

[14C]-radiolabeling of {[trans-(8β)]-6-methyl-1-(1-methylethyl) ergoline-8-carboxylic acid, 4-methoxycyclohexyl ester (Z)-2-buteneidioate (1:1)}

International Nuclear Information System (INIS)

Marzoni, G.; Wheeler, W.J.; Garbrecht, W.L.

1988-01-01

The 5HT 2 -receptor antagonist, [ 14 C]-labeled brace[trans-(8β)]-6-methyl-1-(1-methylethyl)ergoline-8-carboxylic acid, 4-methoxycyclohexyl ester (Z)-2-butenedioate (1:1)brace (LY281067) was synthesized from unlabeled 6-methyl-1-(1-methylethyl)ergoline-8-carboxylic acid. The [ 14 C] label was introduced into the carboxyl group attached to the 8 position of the ergoline nucleus. This site is stable to metabolism. The synthesis involves removal of an unlabeled carboxyl group and subsequent reinsertion of a [ 14 C]-labeled carboxyl group into the same position. The radiolabel is not introduced until near the end of the synthesis which allows for ease of handling and scale-up of intermediates. (author)

[Central muscle relaxant activities of 2-methyl-3-aminopropiophenone derivatives].

Science.gov (United States)

Kontani, H; Mano, A; Koshiura, R; Yamazaki, M; Shimada, Y; Oshita, M; Morikawa, K; Kato, H; Ito, Y

1987-02-01

In this experiment, we synthetized new 2-methyl-3-aminopropiophenone (MP) derivatives, whose structure is known to have central muscle relaxant activities, and quinolizidine and indan . tetralin derivatives derived from MP by cyclization, and we investigated the central muscle relaxant activity. Among the quinolizidine derivatives, there was a very strong central depressant agent, trans (3H, 9aH)-3-(p-chloro) benzoyl-quinolizidine (HSR-740), and among the indan . tetralin derivatives, there was an excitant agents, trans (1H, 2H)-5-methoxy-3, 3-dimethyl-2-piperidinomethyl indan-1-ol (HSR-719). From the results, these derivatives were not considered to be adequate for central muscle relaxant. Among the MP derivatives, (4'-chloro-2'-methoxy-3-piperidino) propiophenone HCl (HSR-733) and (4'-ethyl-2-methyl-3-pyrrolidino) propiophenone HCl (HSR-770) strongly inhibited the cooperative movement in the rotating rod method using mice, and it exerted almost the same depressant activity on the cross extensor reflex using alpha-chloralose anesthetized rats. However, the inhibitory effects of HSR-733 on the anemic decerebrate rigidity and the rigidity induced by intracollicular decerebration in rats were weaker than those of HSR-770 and eperisone. In spinal cats, at a low dose (5 mg/kg, i.v.), HSR-733 depressed monosynaptic and dorsal root reflex potentials as compared with polysynaptic reflex potentials, and inhibitory effects of HSR-733 on these three reflex potentials were more potent than those of eperisone and HSR-770. Although HSR-770 acts on the spinal cord and supraspinal level on which eperisone has been reported to act, HSR-733 may mainly act on the spinal cord. These results indicate that the MP derivative with a 2-methyl group may be suitable as a central muscle relaxant. HSR-770, which has equipotent muscle relaxant activity to eperisone, exerted strong inhibitory effects on oxotremorine-induced tremor and weak inhibitory effects on spontaneous motor activity in the

Novel acyloxy derivatives of branched mono- and polyol esters of sal fat: multiviscosity grade lubricant base stocks.

Science.gov (United States)

Kamalakar, Kotte; Sai Manoj, Gorantla N V T; Prasad, Rachapudi B N; Karuna, Mallampalli S L

2014-12-10

Sal fat, a nontraditional seed oil, was chemically modified to obtain base stocks with a wide range of specifications that can replace mineral oil base stocks. Sal fatty acids were enriched to 72.6% unsaturation using urea adduct method and reacted with branched mono alcohol, 2-ethylhexanol (2-EtH), and polyols namely neopentyl glycol (NPG) and trimethylolpropane (TMP) to obtain corresponding esters. The esters were hydroxylated and then acylated using propionic, butyric, and hexanoic anhydrides to obtain corresponding acylated derivatives. The acylated TMP esters exhibited very high viscosities (427.35-471.93 cSt at 40 °C) similar to those of BS 150 mineral oil base stock range, ISO VG 460, while the acylated NPG esters (268.81-318.84 cSt at 40 °C) and 2-EtH esters viscosities (20.94-24.44 cSt at 40 °C) exhibited viscosities in the range of ISO VG 320 and 22 respectively with good viscosity indices. Acylated NPG esters were found suitable for high temperature and acylated 2-ethylhexyl esters for low viscosity grade industrial applications. It was observed that the thermo-oxidative stabilities of all acylated products were found better compared to other vegetable oil based base stocks. Overall, all the sal fat based lubricant base stocks are promising candidates with a wide range of properties, which can replace most of the mineral oil base stocks with appropriate formulations.

Electrolyte-gated transistors based on phenyl-C61-butyric acid methyl ester (PCBM) films: bridging redox properties, charge carrier transport and device performance.

Science.gov (United States)

Lan, Tian; Soavi, Francesca; Marcaccio, Massimo; Brunner, Pierre-Louis; Sayago, Jonathan; Santato, Clara

2018-05-24

The n-type organic semiconductor phenyl-C61-butyric acid methyl ester (PCBM), a soluble fullerene derivative well investigated for organic solar cells and transistors, can undergo several successive reversible, diffusion-controlled, one-electron reduction processes. We exploited such processes to shed light on the correlation between electron transfer properties, ionic and electronic transport as well as device performance in ionic liquid (IL)-gated transistors. Two ILs were considered, based on bis(trifluoromethylsulfonyl)imide [TFSI] as the anion and 1-ethyl-3-methylimidazolium [EMIM] or 1-butyl-1-methylpyrrolidinium [PYR14] as the cation. The aromatic structure of [EMIM] and its lower steric hindrance with respect to [PYR14] favor a 3D (bulk) electrochemical doping. As opposed to this, for [PYR14] the doping seems to be 2D (surface-confined). If the n-doping of the PCBM is pursued beyond the first electrochemical process, the transistor current vs. gate-source voltage plots in [PYR14][TFSI] feature a maximum that points to the presence of finite windows of high conductivity in IL-gated PCBM transistors.

Determination of Chlorophenoxy Acid Methyl Esters and Other Chlorinated Herbicides by GC High-resolution QTOFMS and Soft lonization

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Viorica Lopez-Avila

2015-01-01

Full Text Available Gas chromatography with quadrupole time-of-flight mass spectrometry (GC-QTOFMS and soft ionization generated by a rare-gas plasma is described here for the determination of various chlorophenoxy acid methyl esters and a few chlorinated herbicides. This plasma-based, wavelength-selectable ionization source, which can use Xe, Kr, Ar, Ne, or He as the plasma gas, enables ionization of GC-amenable compounds with ionization energies below 8.4, 10, 11.6, 16.5, or 22.4 eV, respectively. The advantages of soft ionization include enhanced molecular ions, reduced fragmentation, and reduced background noise as compared to electron ionization. In the study presented here for two plasma gases, we demonstrate that Kr plasma, which is softer than Ar plasma, yields molecular ions with a relative intensity >60% for 11 of the 16 test compounds. When using this “tunable” plasma to ionize the analytes, there is the possibility for selective ionization and less fragmentation, which may lead to increased sensitivity and may help structure elucidation, especially when using high-resolution mass spectrometry that generates accurate masses within a few parts per million (ppm mass errors. Data generated with the Ar plasma and real matrices such as a peppermint extract, a plum extract, and an orange peel extract, spiked with 16 test compounds, indicate that the test compounds can be detected at 1-10 pg/µL of extract, and compounds such as menthone, limonene, eucalyptol, pinene, caryophylene, and other C 15 H 24 isomers, which are present in the peppermint and the orange peel extracts at ppm to percent levels, do not appear to interfere with the determination of the chlorophenoxy acid methyl esters or the chlorinated herbicides, although there were matrix effects when the test compounds were spiked at 1-10 pg/µL of extract.

Performance and emission characteristics of a stationary diesel engine fuelled by Schleichera Oleosa Oil Methyl Ester (SOME) produced through hydrodynamic cavitation process

OpenAIRE

Ashok Kumar Yadav; M. Emran Khan; Amit Pal; Uttam Ghosh

2018-01-01

In this study, the performance and emission characteristics of biodiesel blends of 10, 20, 30 and 50% from Schleichera Oleosa oil based on hydrodynamic cavitation were compared to diesel fuel, and found to be acceptable according to the EN 14214 and ASTM D 6751 standards. The tests have been performed using a single cylinder four stroke diesel engine at different loading condition with the blended fuel at the rated speed of 1500 rpm. SOME (Schleichera Oleosa Oil Methyl Ester) blended with die...

Synthetic Methods for Ester Bond Formation and Conformational Analysis of Ester-Containing Carbohydrates

Science.gov (United States)

Hackbusch, Sven

This dissertation encompasses work related to synthetic methods for the formation of ester linkages in organic compounds, as well as the investigation of the conformational influence of the ester functional group on the flexibility of inter-saccharide linkages, specifically, and the solution phase structure of ester-containing carbohydrate derivatives, in general. Stereoselective reactions are an important part of the field of asymmetric synthesis and an understanding of their underlying mechanistic principles is essential for rational method development. Here, the exploration of a diastereoselective O-acylation reaction on a trans-2-substituted cyclohexanol scaffold is presented, along with possible reasons for the observed reversal of stereoselectivity dependent on the presence or absence of an achiral amine catalyst. In particular, this work establishes a structure-activity relationship with regard to the trans-2-substituent and its role as a chiral auxiliary in the reversal of diastereoselectivity. In the second part, the synthesis of various ester-linked carbohydrate derivatives, and their conformational analysis is presented. Using multidimensional NMR experiments and computational methods, the compounds' solution-phase structures were established and the effect of the ester functional group on the molecules' flexibility and three-dimensional (3D) structure was investigated and compared to ether or glycosidic linkages. To aid in this, a novel Karplus equation for the C(sp2)OCH angle in ester-linked carbohydrates was developed on the basis of a model ester-linked carbohydrate. This equation describes the sinusoidal relationship between the C(sp2)OCH dihedral angle and the corresponding 3JCH coupling constant that can be determined from a J-HMBC NMR experiment. The insights from this research will be useful in describing the 3D structure of naturally occurring and lab-made ester-linked derivatives of carbohydrates, as well as guiding the de novo-design of

Gamma-aminobutyric acid esters. 1. Synthesis, brain uptake, and pharmacological studies of aliphatic and steroid esters of gamma-aminobutyric acid

International Nuclear Information System (INIS)

Shashoua, V.E.; Jacob, J.N.; Ridge, R.; Campbell, A.; Baldessarini, R.J.

1984-01-01

Labeled and unlabeled aliphatic and steroid esters of gamma-amino[U- 14 C]butyric acid (GABA) were synthesized and tested for their capacity to penetrate the blood-brain barrier and for evidence of central neuropharmacological activity in rodents. The uptake of the labeled 9,12,15-octadecatrienyl (linolenyl), 3-cholesteryl, 1-butyl, and the 9-fluoro-11 beta,17-dihydroxy-16 alpha-methyl-3,20-dioxopregna -1,4-dien-21-yl (dexamethasone) esters of GABA into mouse brain increased 2-, 25-, 74-, and 81-fold over GABA, respectively. The cholesteryl ester of GABA depressed the general motor activity of mice and rats in a dose-dependent manner, whereas the 1-butyl, linolenyl, and dexamethasone esters were inactive by this test. Studies of the rates of hydrolysis, GABA receptor binding capacity, and octanol/water partition coefficients indicated that pharmacological activity of the esters after entry into the central nervous system (CNS) was dependent on their capacity to release GABA by enzymatic hydrolysis and their lipid solubility

Thermomyces lanuginosus lipase-catalyzed synthesis of natural flavor esters in a continuous flow microreactor.

Science.gov (United States)

Gumel, Ahmad Mohammed; Annuar, M S M

2016-06-01

Enzymatic catalysis is considered to be among the most environmental friendly processes for the synthesis of fine chemicals. In this study, lipase from Thermomyces lanuginosus (Lecitase Ultra™) was used to catalyze the synthesis of flavor esters, i.e., methyl butanoate and methyl benzoate by esterification of the acids with methanol in a microfluidic system. Maximum reaction rates of 195 and 115 mM min -1 corresponding to catalytic efficiencies (k cat /K M ) of 0.30 and 0.24 min -1  mM -1 as well as yield conversion of 54 and 41 % were observed in methyl butanoate and methyl benzoate synthesis, respectively. Catalytic turnover (k cat ) was higher for methyl butanoate synthesis. Rate of synthesis and yield decreased with increasing flow rates. For both esters, increase in microfluidic flow rate resulted in increased advective transport over molecular diffusion and reaction rate, thus lower conversion. In microfluidic synthesis using T. lanuginosus lipase, the following reaction conditions were 40 °C, flow rate 0.1 mL min -1 , and 123 U g -1 enzyme loading found to be the optimum operating limits. The work demonstrated the application of enzyme(s) in a microreactor system for the synthesis of industrially important esters.

Synthesis, characterization and evaluation of 1,3,5-triazine aminobenzoic acid derivatives for their antimicrobial activity.

Science.gov (United States)

Al-Zaydi, Khadijah M; Khalil, Hosam H; El-Faham, Ayman; Khattab, Sherine N

2017-05-10

Replacement of chloride ions in cyanuric chloride give several variants of 1,3,5-triazine derivatives which were investigated as biologically active small molecules. These compounds exhibit antimalarial, antimicrobial, anti-cancer and anti-viral activities, among other beneficial properties. On the other hand, treatment of bacterial infections remains a challenging therapeutic problem because of the emerging infectious diseases and the increasing number of multidrug-resistant microbial pathogens. As multidrug-resistant bacterial strains proliferate, the necessity for effective therapy has stimulated research into the design and synthesis of novel antimicrobial molecules. 1,3,5-Triazine 4-aminobenzoic acid derivatives were prepared by conventional method or by using microwave irradiation. Using microwave irradiation gave the desired products in less time, good yield and higher purity. Esterification of the 4-aminobenzoic acid moiety afforded methyl ester analogues. The s-triazine derivatives and their methyl ester analogues were fully characterized by FT-IR, NMR ( 1 H-NMR and 13 C-NMR), mass spectra and elemental analysis. All the synthesized compounds were evaluated for their antimicrobial activity. Some tested compounds showed promising activity against Staphylococcus aureus and Escherichia coli. Three series of mono-, di- and trisubstituted s-triazine derivatives and their methyl ester analogues were synthesized and fully characterized. All the synthesized compounds were evaluated for their antimicrobial activity. Compounds (10), (16), (25) and (30) have antimicrobial activity against S. aureus comparable to that of ampicillin, while the activity of compound (13) is about 50% of that of ampicillin. Compounds (13) and (14) have antimicrobial activity against E. coli comparable to that of ampicillin, while the activity of compounds (9-12) and (15) is about 50% of that of ampicillin. Furthermore, minimum inhibitory concentrations values for clinical isolates of

Studi Penggunaan Metil Ester Minyak Sawit sebagai Minyak Isolasi Peralatan Listrik

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Abdul Rajab

2014-03-01

Full Text Available This paper discusses experimental results on some parameters of palm methyl ester as insulating oil. Destillations are firstly made to obtained the composition of oil that provide the optimal compromise among measured parameters. Breakdown voltage, dissipation factor, dielectric constant, viscosity and oxidation stability were then tested on original, destilled, and destillation residual oils. The results showed that the dissipation factor and viscosity of destilled palm methyl ester comply with the standard spesification for natural ester to be used as insulating oil. Sadly, the breakdown voltage and oxidation stability of oils do not fulfill the standard. However, the lower breakdown voltage of oils seem to be tolerable as their value are still higher then that of mineral oil. Dielectric constant of oils which were higher then that of mineral oil is an advantage when the oils will be used in combination with solid insulation for more uniformly field reason.

Studi Sintesis Metil Ester Asam Lemak Dari Pitch Cair Melalui Tahap Reaksi Esterifikasi Dan Transesterifikasi

OpenAIRE

Turnip, Roselprida

2015-01-01

Pitch liquid having high Free Fatty Acid (FFA) derived from by product of process Palm Kernel Oil (PKO) became Fatty acid & Glycerine. The Reaction of making fatty acid methyl esters (FAME) from Pitch liquid having high FFA min 25,60% was investigated in two step. The acid-catalyzed (H2SO4(p)) esterification follow to Transesterification by the base catalyzed (KOH) methanolysis with mol ratio of methanol and TG of Pitch liquid 6 : 1, The first step reduced the FFA 1.01% with reaction time ...

Absolute configuration and enantiomeric composition of partially resolved mandelic, atrolactic and lactic acids by {sup 1}H NMR of their (S)-2-methylbutyl esters

Energy Technology Data Exchange (ETDEWEB)

Andrade, Francisco A. da C.; Mendes, Maricleide P. de L.; Fonseca, Neuracy C. da, E-mail: fandrade@ufba.br [Universidade Federal da Bahia (UFBA), Salvador, BA (Brazil). Instituto de Quimica. Departamento de Quimica Organica

2013-06-15

The mandelic, atrolactic and lactic acid esters of the (S)-2-methyl-1-butanol were examined as diastereomeric derivatives for the stereochemical analysis of the mentioned acids by {sup 1}H nuclear magnetic resonance (NMR) at 300 MHz. The diastereomeric esters showed distinctive signals in the methylenic absorption range (O-CH{sub 2}-CH) of the alcoholic moieties. By spectral analysis at this region, absolute configurations were attributed, chemical shifts of the correspondent pro-(R) and pro-(S) hydrogens from the methylene group of the alcohol moiety were assigned and enantiomeric compositions were determined for the original partially resolved acids. (author)

Increased production of wax esters in transgenic tobacco plants by expression of a fatty acid reductase:wax synthase gene fusion.

Science.gov (United States)

Aslan, Selcuk; Hofvander, Per; Dutta, Paresh; Sun, Chuanxin; Sitbon, Folke

2015-12-01

Wax esters are hydrophobic lipids consisting of a fatty acid moiety linked to a fatty alcohol with an ester bond. Plant-derived wax esters are today of particular concern for their potential as cost-effective and sustainable sources of lubricants. However, this aspect is hampered by the fact that the level of wax esters in plants generally is too low to allow commercial exploitation. To investigate whether wax ester biosynthesis can be increased in plants using transgenic approaches, we have here exploited a fusion between two bacterial genes together encoding a single wax ester-forming enzyme, and targeted the resulting protein to chloroplasts in stably transformed tobacco (Nicotiana benthamiana) plants. Compared to wild-type controls, transgenic plants showed both in leaves and stems a significant increase in the total level of wax esters, being eight-fold at the whole plant level. The profiles of fatty acid methyl ester and fatty alcohol in wax esters were related, and C16 and C18 molecules constituted predominant forms. Strong transformants displayed certain developmental aberrations, such as stunted growth and chlorotic leaves and stems. These negative effects were associated with an accumulation of fatty alcohols, suggesting that an adequate balance between formation and esterification of fatty alcohols is crucial for a high wax ester production. The results show that wax ester engineering in transgenic plants is feasible, and suggest that higher yields may become achieved in the near future.

Evaluation of engine performance and emission with methyl ester of Karanja oil

Directory of Open Access Journals (Sweden)

Shikha Gangil

2016-09-01

Full Text Available Biodiesel has been considered as potential alternative to petroleum diesel with the renewable origin for the existing compression ignition engine. The main objective of the present work is evaluating performance and emission characteristics of diesel engine for various blends (B20, B40, B60, B80 and B100 of Karanja biodiesel and commercial diesel. The experimental investigation was carried out in IC (internal combustion at variable loads and compared with conventional diesel fuel with respect to engine performance parameters i.e. brake specific fuel consumption (BSFC, brake specific power consumption (BSEC, brake thermal efficiency (η-B.Th, for varying load conditions. The results obtained indicated the better fuel properties and engine performance at B40. For all cases, BSFC reduced with increase in load. It can be observed that the BSEC for various blends is lower as compared with that of diesel fuel. The availability of oxygen in the Karanja oil methyl ester-diesel fuel blend may be the reason for the lower BSEC. Brake thermal efficiency is increased due reduced heat loss with increased in load. It was found that the emission level of CO and HC level decreased with increased in blend proportion in diesel fuel. NOx emission increased with increase in blend proportion in diesel fuel.

Absorption and emission spectroscopic characterization of 10-phenyl-isoalloxazine derivatives

International Nuclear Information System (INIS)

Shirdel, J.; Penzkofer, A.; Prochazka, R.; Daub, J.; Hochmuth, E.; Deutzmann, R.

2006-01-01

The flavoquinone dyes 10-phenyl-isoalloxazine-3-acetic acid ethyl ester (1) and 10-(4-bromo-phenyl)-3-methyl-isoalloxazine (2) in dichloromethane, acetonitrile, and methanol are characterized by absorption and emission spectroscopy. Absorption cross-section spectra, stimulated emission cross-section spectra, fluorescence quantum distributions, quantum yields, lifetimes, and degrees of fluorescence polarization are determined. The blue-light photo-degradation of the dyes is studied. Mass spectroscopic measurements reveal the formation of phenyl-benzo-pteridine (isoalloxazine) derivatives, tetraaza-benzo-aceanthrylene derivatives, dihydro-quinooxaline derivatives, and pyrazino-carbazole derivatives. An enhancement of photo-degradation is observed by the formed photo-fragments

Preliminary study of used cooking oil methyl ester as an alternative fuel for diesel engine

International Nuclear Information System (INIS)

Roseli, A.; El-Awad, M.M.; Yusoff, M.Z.

2006-01-01

An experimental work has been carried out to compare the power performance and exhaust emissions of UCOME with OD on unmodified direct injection, four stroke single cylinder and stationary Robin diesel engine. Used cooking oil was transesterified by using methanol that yields immiscible fraction of glycerol and methyl ester (biodiesel). UCOME was separated by gravity before conducting further testing on its physical, chemical and thermal properties in the laboratory. For fuel power performance analysis, fuel consumption, gross energy input, torque, brake power, BMEP and SFC of the engine were measured and calculated. The analysis showed that at high engine speeds, the engine performances with UCOME are comparable to that of OD. However, UCOME increases specific fuel consumption due to its high specific density. In term of exhaust emissions UCOME showed a net reduction in exhaust emissions of NO x as compared with those of OD. This study has given optimistic information to pave the direction for further research on diesel engine

Radiation-induced copolymerizations of perfluorovinyl acetic acid and its methyl ester with α-olefin

International Nuclear Information System (INIS)

Kawaguchi, M.; Watanabe, T.; Matsuda, O.; Tabata, Y.; Machi, S.

1981-01-01

Homopolymerizations and copolymerizations of perfluorovinyl acetic acid (FVA) and its methyl ester (MFVA) were carried out by γ radiation at a temperature of 25 0 C, a dose rate of 1 x 10 6 rad/hr, and FVA/α-olefin and MFVA/α-olefin ratios of 10/90-90/10 in the monomer mixture. FVA and MFVA gave small quantities of brown and greasy low-molecular-weight homopolymers. The polymerization rates of both FVA and MFVA were extremely small, as shown by the maximum G value of monomer consumption of 12. FVA and MFVA reacted with α-olefin to form waxlike copolymers. The copolymerization rates of both FVA and MFVA with α-olefin were remarkably larger than those of the homopolymerizations, particularly with ethylene. The polymer compositions of FVA/ethylene or MFVA/ethylene were nearly 1/2 over a wide range of the monomer compositions. The Mayo-Lewis method gave negative r 1 (FVA) and r 1 (MFVA). The polymer composition curves could be well interpreted by introducing the penultimate model

Utilization of rapeseed pellet from fatty acid methyl esters production as an energy source.

Science.gov (United States)

Ciunel, Krzysztof; Klugmann-Radziemska, Ewa

2014-01-01

Rapeseed pellet - crushed seed residue from oil extraction is a by-product of fatty acid methyl esters production process. As other types of biomass, it can either be burned directly in furnaces or processed to increase its energetic value. Biomass is renewable, abundant and has domestic usage; the sources ofbiomass can help the world reduce its dependence on petroleum products, fossil coal and natural gas. Energetically effective utilization of rapeseed pellet could substantially improve the economic balance of an individual household in which biodiesel for fulfilling the producer's own energetic demand is obtained. In this article, the experimental results of combusting rapeseed pellet in a calorimeter, combustion in a boiler heater and the analysis of the emissions level of different pollutants in exhaust fumes during different stages of biomass boiler operation are presented. It has been proved that the pellet, a by-product of biodiesel production, is not only a valuable substitute of animal fodder, but also an excellent renewable and environmentally friendly energy source, viable for use in household tap water heating installations.

One-pot conversion of biomass-derived xylose and furfural into levulinate esters via acid catalysis.

Science.gov (United States)

Hu, Xun; Jiang, Shengjuan; Wu, Liping; Wang, Shuai; Li, Chun-Zhu

2017-03-07

Direct conversion of biomass-derived xylose and furfural into levulinic acid, a platform molecule, via acid-catalysis has been accomplished for the first time in dimethoxymethane/methanol. Dimethoxymethane acted as an electrophile to transform furfural into 5-hydroxymethylfurfural (HMF). Methanol suppressed both the polymerisation of the sugars/furans and the Aldol condensation of levulinic acid/ester.

A Comparative Study of the Eco toxicity of Palm-Based Methyl Ester Sulphonates (MES) to Tilapia and Daphnia magna

International Nuclear Information System (INIS)

Razmah, G.; Afida, I.S.; Zulina, A.M.; Noorazah, Z.; Hazimah, A.H.

2016-01-01

Methyl ester sulphonates (MES) is a surfactant derived from plant resources, suitable as active ingredient in detergents. MES possesses good surface-active properties, good detergency and tolerant to water hardness. In this study, the eco toxicity of MES was evaluated through the 48 hr Daphnia magna immobilisation test and the 96 hr fish acute toxicity test with Tilapia. MES samples with different alkyl chain lengths (C14, C16 and C16:18) produced by the Malaysian Palm Oil Board (MPOB) and commercial MES (C16:18) were tested. Results from all tests indicated that Daphnia was more sensitive to toxic effects from MES than was Tilapia. There is also significant difference in eco toxicity responses for palm-based MES of various chain lengths regardless of the species tested. The eco toxicity increased as the hydrophobicity of the MES increased due to increase of alkyl chain length. However, less than 30 % of MES is used in detergent products and will not pose environmental effects on aquatic organisms. MES is therefore suitable for environmental compatible cleaning products in view of its eco toxicity that is on par to the widely used anionic surfactants, such as linear alkylbenzene sulphonate (LAS). The use of MES in cleaning products may help the industry to fulfil its social responsibility to a cleaner and better environment. (author)

Esters of ricebran oil with short chain alcohols as alternative fuel for diesel engines

Directory of Open Access Journals (Sweden)

F.A. Zaher

2016-06-01

Full Text Available The potential of ricebran oil as a feedstock for the production of a fuel for diesel engines alternative to regular diesel fuel has been assessed. Esterification rate of crude ricebran oil with methyl alcohol was studied using different volumetric ratios of alcohol to oil, different catalyst loads and catalyst types. Catalysts used were sulfuric acid at a concentration of 2% of the oil/alcohol mixture in addition to hydrochloric acid and Amberlite IR-120 cation exchange resin at the same molar concentration of H+ as in case of sulfuric acid. The reaction was fastest using sulfuric acid which has been then used to prepare esters of ricebran oil with methyl, ethyl, propyl and butyl alcohols. The four products have been evaluated as a fuel for diesel engines according to their fuel properties compared to regular diesel fuel. These properties include the calorific value, flash point, viscosity, pour point, cetane number, sulfur content and ASTM distillation characteristics. The results have shown that the methyl as well as the ethyl esters have the closest properties to those of regular diesel fuel. Diesel engine performance using blends of regular diesel fuel with methyl and ethyl esters of ricebran oil have been tested and compared to that using regular diesel fuel. The results have shown that the engine performance using a blend of 50% regular diesel fuel and 50% methyl esters of ricebran oil is better than that using regular diesel fuel. The brake thermal efficiency at full load was 30.2% using the fuel blend compared to 27.5% in case of regular fuel.

Influence of intramolecular hydrogen bonds on the binding potential of methylated β-cyclodextrin derivatives

Directory of Open Access Journals (Sweden)

Gerhard Wenz

2012-11-01

Full Text Available Various heptasubstituted derivatives of β-cyclodextrin (β-CD bearing 1, 2 and 3 methyl substituents per glucose unit were synthesized by regioselective methods. Binding free energies and binding enthalpies of these hosts towards 4-tert-butylbenzoate and adamantane-1-carboxylate were determined by isothermal titration microcalorimetry (ITC. It was found that methyl substituents at the secondary positions of β-CD lead to a tremendous reduction of the binding potential, while methylation at the primary positions significantly improved binding. Stabilizing intramolecular hydrogen bonds between the glucose units were made responsible for the high binding potentials of those β-CD derivatives that possess secondary hydroxy groups.

Photovoltaic properties of pentacene/[6,6]-phenyl C61 butyric acid methyl ester based bilayer hetero-junction solar cells

International Nuclear Information System (INIS)

Reddy, V S; Karak, S; Ray, S K; Dhar, A

2009-01-01

The photovoltaic properties of devices based on a new combination, pentacene/[6,6]-phenyl C 61 butyric acid methyl ester (PCBM) bilayer hetero-junctions, were investigated. The crystallinity of pentacene was found to be improved by depositing a PEDOT : PSS layer on an indium tin oxide substrate, which in turn doubled the power conversion efficiency of the device. The PCBM layer showed a significant contribution to the device photocurrent, which originated mainly due to the dissociation of excitons at the pentacene/PCBM interface. By optimizing the thickness of the pentacene and PCBM layers, a broader photo-response was obtained in the external quantum efficiency spectra indicating efficient light harvesting throughout the visible region of the solar spectrum.

p Ka determinations of xanthene derivates in aqueous solutions by multivariate analysis applied to UV-Vis spectrophotometric data

Science.gov (United States)

Batistela, Vagner Roberto; Pellosi, Diogo Silva; de Souza, Franciane Dutra; da Costa, Willian Ferreira; de Oliveira Santin, Silvana Maria; de Souza, Vagner Roberto; Caetano, Wilker; de Oliveira, Hueder Paulo Moisés; Scarminio, Ieda Spacino; Hioka, Noboru

2011-09-01

Xanthenes form to an important class of dyes which are widely used. Most of them present three acid-base groups: two phenolic sites and one carboxylic site. Therefore, the p Ka determination and the attribution of each group to the corresponding p Ka value is a very important feature. Attempts to obtain reliable p Ka through the potentiometry titration and the electronic absorption spectrophotometry using the first and second orders derivative failed. Due to the close p Ka values allied to strong UV-Vis spectral overlap, multivariate analysis, a powerful chemometric method, is applied in this work. The determination was performed for eosin Y, erythrosin B, and bengal rose B, and also for other synthesized derivatives such as 2-(3,6-dihydroxy-9-acridinyl) benzoic acid, 2,4,5,7-tetranitrofluorescein, eosin methyl ester, and erythrosin methyl ester in water. These last two compounds (esters) permitted to attribute the p Ka of the phenolic group, which is not easily recognizable for some investigated dyes. Besides the p Ka determination, the chemometry allowed for estimating the electronic spectrum of some prevalent protolytic species and the substituents effects evaluation.

Production of both esters and biogas from Mexican poppy

African Journals Online (AJOL)

AJL

scale industries and agricultural farms. Key words: Transestrification, energy conservation, anaerobic digestion, methane, biogas, methyl ester. INTRODUCTION. For advancement of civilization and socioeconomic developmental progress, the world is dependent on various energy resources like petrochemicals, coal,.

Synthesis of N,N,-didemethylzolpidem-N-{2-{3-(4-hydroxy-3-[125I] iodophenyl)}methyl propionate} for radioimmunoassay

International Nuclear Information System (INIS)

De Clerck, I.; Daenens, P.

1997-01-01

The 125 I-derivative of zolpidem was prepared by iodination of a L-tyrosine methyl ester conjugate of a zolpidem precursor. The iodinated compound has been used as a tracer molecule in the development of a radioimmunoassay for zolpidem. It was purified by normal phase HPLC, in combination with gamma counting detection. The structure was confirmed by high resolution L-SIMS. (UK)

The impact of cold storage and ethylene on volatile ester production and aroma perception in 'Hort16A' kiwifruit.

Science.gov (United States)

Günther, Catrin S; Marsh, Ken B; Winz, Robert A; Harker, Roger F; Wohlers, Mark W; White, Anne; Goddard, Matthew R

2015-02-15

Fruit esters are regarded as key volatiles for fruit aroma. In this study, the effects of cold storage on volatile ester levels of 'Hort16A' (Actinidia chinensis Planch. var chinensis) kiwifruit were examined and the changes in aroma perception investigated. Cold storage (1.5°C) for two or four months of fruit matched for firmness and soluble solids concentration resulted in a significant reduction in aroma-related esters such as methyl/ethyl propanoate, methyl/ethyl butanoate and methyl/ethyl hexanoate. Levels of these esters, however, were restored by ethylene treatment (100ppm, 24h) before ripening. A sensory panel found that "tropical" and "fruit candy" aroma was stronger and "green" odour notes less intensively perceived in kiwifruit which were ethylene-treated after cold storage compared to untreated fruit. The key findings presented in this study may lead to further work on the ethylene pathway, and innovative storage and marketing solutions for current and novel fruit cultivars. Copyright © 2014 Elsevier Ltd. All rights reserved.

Rapid NIR determination of alkyl esters in virgin olive oil

International Nuclear Information System (INIS)

Cayuela, J.A.

2017-01-01

The regulation of The European Union for olive oil and olive pomace established the limit of 35 mg·kg-1 for fatty acids ethyl ester contents in extra virgin olive oils, from grinding seasons after 2016. In this work, predictive models have been established for measuring fatty acid ethyl and methyl esters and to measure the total fatty acid alkyl esters based on near infrared spectroscopy (NIRS), and used successfully for this purpose. The correlation coefficients from the external validation exercises carried out with these predictive models ranged from 0.84 to 0.91. Different classification tests using the same models for the thresholds 35 mg·kg-1 for fatty acid ethyl esters and 75 mg·kg-1 for fatty acid alkyl esters provided success percentages from 75.0% to 95.2%. [es

Regioselective 1,4- and 1,6-Conjugate Additions of Grignard Reagent-Derived Organozinc(II)ates to Polyconjugated Esters.

Science.gov (United States)

Hatano, Manabu; Mizuno, Mai; Ishihara, Kazuaki

2016-09-16

Regioselective synthetic methods were developed for 1,4- and 1,6-conjugate additions of Grignard reagent-derived organozinc(II)ates to malonate-derived polyconjugated esters. By taking advantage of the tight ion-pair control of organozinc(II)ates, it was possible to switch between 1,4- and 1,6-conjugate additions by introducing a terminal ethoxy moiety in the conjugation.

Acibenzolar-S-methyl induces lettuce resistance against ...

African Journals Online (AJOL)

Jane

2011-08-24

Aug 24, 2011 ... Acibenzolar-S-methyl (Benzo [1,2,3] thiadiazole-7-carbothioic acid-S-methyl ester, ASM; Bion 50 WG) was found to ... compounds are frequently used, they have hazardous effect on ... resistance (SAR) is characterized by a reduction in the number of ... cellular defence responses such as synthesis of patho-.

Carboxylesterase activities toward pesticide esters in crops and weeds.

Science.gov (United States)

Gershater, Markus; Sharples, Kate; Edwards, Robert

2006-12-01

Proteins were extracted from maize, rice, sorghum, soybean, flax and lucerne; the weeds Abutilon theophrasti, Echinochloa crus-galli, Phalaris canariensis, Setaria faberii, Setaria viridis, Sorghum halepense and the model plant Arabidopsis thaliana and assayed for carboxylesterase activity toward a range of xenobiotics. These included the pro-herbicidal esters clodinafop-propargyl, fenoxaprop-ethyl, fenthioprop-ethyl, methyl-2,4-dichlorophenoxyacetic acid (2,4-d-methyl), bromoxynil-octanoate, the herbicide-safener cloquintocet-mexyl and the pyrethroid insecticide permethrin. Highest activities were recorded with alpha-naphthyl acetate and methylumbelliferyl acetate. Esters of p-nitrophenol were also readily hydrolysed, with turnover declining as the chain length of the acyl component increased. Activities determined with model substrates were much higher than those observed with pesticide esters and were of limited value in predicting the relative rates of hydrolysis of the crop protection agents. Substrate preferences with the herbicides were typically 2,4-d-methyl>clodinafop-propargyl>fenthioprop-ethyl, fenoxaprop-ethyl and bromoxynil-octanoate. Isoelectric focussing in conjunction with staining for esterase activity using alpha-naphthyl acetate as substrate confirmed the presence of multiple carboxylesterase isoenzymes in each plant, with major qualitative differences observed between species. The presence of serine hydrolases among the resolved isoenzymes was confirmed through their selective inhibition by the organophosphate insecticide paraoxon. Our studies identify potentially exploitable differences between crops and weeds in their ability to bioactivate herbicides by enzymic hydrolysis and also highlight the usefulness of Arabidopsis as a plant model to study xenobiotic biotransformation.

Cu2+ Montmorillonite K10 Clay Catalyst as a Green Catalyst for Production of Stearic Acid Methyl Ester: Optimization Using Response Surface Methodology (RSM)

OpenAIRE

Enas A. Almadani; Farah W. Harun; Salina M. Radzi; Syamsul K. Muhamad

2018-01-01

Clay catalyst has received much attention to replace the homogeneous catalysts in the esterification reaction to produce fatty acid methyl ester as the source of biodiesel as it is low cost, easily available, as well as environmental friendly. However, the use of unmodified clay, in particular montmorillonite K10 (MMT K10), for the esterification of fatty acids showed that the acid conversion was less than 60% and this is not preferable to the production of biodiesel. In this study, synthesis...

Improved separation of conjugated fatty acid methyl esters by silver ion-high-performance liquid chromatography.

Science.gov (United States)

Sehat, N; Rickert, R; Mossoba, M M; Kramer, J K; Yurawecz, M P; Roach, J A; Adlof, R O; Morehouse, K M; Fritsche, J; Eulitz, K D; Steinhart, H; Ku, Y

1999-04-01

Operating from one to six silver ion-high-performance liquid chromatography (Ag+-HPLC) columns in series progressively improved the resolution of the methyl esters of conjugated linoleic acid (CLA) isomeric mixtures from natural and commercial products. In natural products, the 8 trans, 10 cis-octadecadienoic (18:2) acid was resolved from the more abundant 7 trans, 9 cis-18:2, and the 10 trans, 12 cis-18:2 was separated from the major 9 cis, 11 trans-18:2 peak. In addition, both 11 trans, 13 cis-18:2 and 11 cis, 13 trans-18:2 isomers were found in natural products and were separated; the presence of the latter, 11 cis, 13 trans-18:2, was established in commercial CLA preparations. Three Ag+-HPLC columns in series appeared to be the best compromise to obtain satisfactory resolution of most CLA isomers found in natural products. A single Ag+-HPLC column in series with one of several normal-phase columns did not improve the resolution of CLA isomers as compared to that of the former alone. The 20:2 conjugated fatty acid isomers 11 cis, 13 trans-20:2 and 12 trans, 14 cis-20:2, which were synthesized by alkali isomerization from 11 cis, 14 cis-20:2, eluted in the same region of the Ag+-HPLC chromatogram just before the corresponding geometric CLA isomers. Therefore, CLA isomers will require isolation based on chain length prior to Ag+-HPLC separation. The positions of conjugated double bonds in 20:2 and 18:2 isomers were established by gas chromatography-electron ionization mass spectrometry as their 4,4-dimethyloxazoline derivatives. The double-bond geometry was determined by gas chromatography-direct deposition-Fourier transform infrared spectroscopy and by the Ag+-HPLC relative elution order.

Valyl benzyl ester chloride

Directory of Open Access Journals (Sweden)

Grzegorz Dutkiewicz

2010-02-01

Full Text Available In the title compound (systematic name: 1-benzyloxy-3-methyl-1-oxobutan-2-aminium chloride, C12H18NO2+·Cl−, the ester group is approximately planar, with a maximum deviation of 0.040 (2 Å from the least-squares plane, and makes a dihedral angle of 28.92 (16° with the phenyl ring. The crystal structure is organized by N—H...Cl hydrogen bonds which join the two components into a chain along the b axis. Pairs of chains arranged antiparallel are interconnected by further N—H...Cl hydrogen bonds, forming eight-membered rings. Similar packing modes have been observed in a number of amino acid ester halides with a short unit-cell parameter of ca 5.5 Å along the direction in which the chains run.

UV action spectroscopy of protonated PAH derivatives. Methyl substituted quinolines

DEFF Research Database (Denmark)

Klærke, Benedikte; Holm, Anne; Andersen, Lars Henrik

2011-01-01

using the electrostatic storage ring ELISA, an electrospray ion source and 3 ns UV laser pulses. Results. It is shown that the absorption profile is both redshifted and broadened when moving the methyl group from the heterocycle containing nitrogen to the homoatomic ring. The absorption profiles......Aims. We investigate the production of molecular photofragments upon UV excitation of PAH derivatives, relevant for the interstellar medium. Methods. The action absorption spectra of protonated gas-phase methyl-substituted quinolines (CH3−C9H7NH+) have been recorded in the 215–338 nm spectral range...

Polycyclic aromatic hydrocarbon removal from contaminated soils using fatty acid methyl esters.

Science.gov (United States)

Gong, Zongqiang; Wang, Xiaoguang; Tu, Ying; Wu, Jinbao; Sun, Yifei; Li, Peng

2010-03-01

In this study, solubilization of PAHs from a manufactured gas plant (MGP) soil and two artificially spiked soils using fatty acid methyl esters (FAME) was investigated. PAH removals from both the MGP and the spiked soils by FAME, methanol, soybean oil, hydroxypropyl-beta-cyclodextrin, Triton X-100, and Tween 80 were compared. The effect of FAME:MGP soil ratios on PAH removals was also investigated. Results showed that the FAME mixture synthesized by our lab was more efficient than the cyclodextrin and the two surfactants used for PAH removal from the spiked soils with individual PAH concentrations of 200 and 400 mg kg(-1). However, the difference among three PAH removals by the FAME, soybean oil and methanol was not quite pronounced. The FAME synthesized and market biodiesel exhibited better performance for PAH removals (46% and 35% of total PAH) from the weathered contaminated MGP soil when compared with the other agents (0-31%). Individual PAH removals from the weathered MGP soil were much lower than those from the spiked soils. The percentages of total PAH removals from the MGP soil were 59%, 46%, and 51% for the FAME:MGP soil ratios of 1:2, 1:1, and 2:1, respectively. These results showed that the FAME could be a more attractive alternative to conventional surfactants in ex situ washing of PAH-contaminated soils. 2010 Elsevier Ltd. All rights reserved.

Ester carbonyl vibration as a sensitive probe of protein local electric field.

Science.gov (United States)

Pazos, Ileana M; Ghosh, Ayanjeet; Tucker, Matthew J; Gai, Feng

2014-06-10

The ability to quantify the local electrostatic environment of proteins and protein/peptide assemblies is key to gaining a microscopic understanding of many biological interactions and processes. Herein, we show that the ester carbonyl stretching vibration of two non-natural amino acids, L-aspartic acid 4-methyl ester and L-glutamic acid 5-methyl ester, is a convenient and sensitive probe in this regard, since its frequency correlates linearly with the local electrostatic field for both hydrogen-bonding and non-hydrogen-bonding environments. We expect that the resultant frequency-electric-field map will find use in various applications. Furthermore, we show that, when situated in a non-hydrogen-bonding environment, this probe can also be used to measure the local dielectric constant (ε). For example, its application to amyloid fibrils formed by Aβ(16-22) revealed that the interior of such β-sheet assemblies has an ε value of approximately 5.6. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Comparison of GC stationary phases for the separation of fatty acid methyl esters in biodiesel fuels.

Science.gov (United States)

Goding, Julian C; Ragon, Dorisanne Y; O'Connor, Jack B; Boehm, Sarah J; Hupp, Amber M

2013-07-01

The fatty acid methyl ester (FAME) content of biodiesel fuels has traditionally been determined using gas chromatography with a polar stationary phase. In this study, a direct comparison of the separation of FAMEs present in various biodiesel samples on three polar stationary phases and one moderately polar stationary phase (with comparable column dimensions) was performed. Retention on each column was based on solubility in and polarity of the phase. Quantitative metrics describing the resolution of important FAME pairs indicate high resolution on all polar columns, yet the best resolution, particularly of geometric isomers, is achieved on the cyanopropyl column. In addition, the separation of four C18 monounsaturated isomers was optimized and the elution order determined on each column. FAME composition of various biodiesel fuel types was determined on each column to illustrate (1) chemical differences in biodiesels produced from different feedstocks and (2) chemical similarities in biodiesels of the same feedstock type produced in different locations and harvest seasons.

Soluble lipase-catalyzed synthesis of methyl esters using a blend of edible and nonedible raw materials.

Science.gov (United States)

Wancura, João H C; Rosset, Daniela V; Brondani, Michel; Mazutti, Marcio A; Oliveira, J Vladimir; Tres, Marcus V; Jahn, Sérgio L

2018-04-26

This work investigates the use of blends of edible and nonedible raw materials as an alternative feedstock to fatty acid methyl esters (FAME) production through enzymatic catalysis. As biocatalyst, liquid lipase from Thermomyces lanuginosus (Callera™ Trans L), was used. Under reaction conditions of 35 °C, methanol to feedstock molar ratio of 4.5:1 and 1.45% of catalyst load, the best process performance was reached using 9% of water concentration in the medium-yield of 79.9% after 480 min of reaction. In terms of use of tallow mixed with soybean oil, the best yield was obtained when 100% of tallow was used in the process-84.6% after 480 min of reaction-behavior that was associated with the degree of unsaturation of the feedstock, something by that time, not addressed in papers of the area. The results show that tallow can be used as an alternative to FAME production, catalyzed by soluble lipase.

Experimental Study on the Production of Karanja Oil Methyl Ester and Its Effect on Diesel Engine

Directory of Open Access Journals (Sweden)

N Shrivastava

2012-11-01

Full Text Available Fast depletion of fossil fuel resources forces the extensive research on the alternative fuels. Vegetable oils edible or non edible can be a better substitute for the petroleum diesel. Karanja, a non edible oil can be a potential source to replace the diesel fuel. To investigate the feasibility of Karanja oil as an alternative diesel fuel, its biodiesel was prepared through the transesterification process. The Biodiesel was then subjected to performance and emission tests in order to assess its actual performance, when used as a diesel engine fuel. The data generated for the 20, 50 and 100 percent blended biodiesel were compared with base line data generated for neat diesel fuel. Result showed that the Biodiesel and its blend showed lower thermal efficiency. Emission of Carbon monoxide, unburned Hydrocarbon and smoke was found to be reduced where as oxides of nitrogen was higher with biodiesel and its blends. Keywords: alternate Diesel fuel; Biodiesel; Karanja oil methyl ester; performance and emission

Critical aggregates concentration of fatty esters present in biodiesel determined by turbidity and fluorescence.

Science.gov (United States)

Froehner, Sandro; Sánez, Juan; Dombroski, Luiz Fernando; Gracioto, Maria Paula

2017-09-01

Biodiesel for combustible engine is available as mixture of fossil diesel and fatty esters obtained by transesterification of vegetable oils. The use of biodiesel reduces the amount of SO x , mainly. However, it was already observed that biodiesel has a different behavior in environment in cases of accidental spill and groundwater contamination. It was noticed that the biodegradation of hydrocarbons (cyclic and aliphatic) in the presence of biodiesel are speeded, although the mechanism is still unclear. Considering the chemical structure of fatty esters, it was investigated the formation of aggregates in water solution by fatty esters present in commercial biodiesel. In Brazil, biodiesel is composed by 95% of fossil diesel and 5% of fatty esters mixture. In this work, fatty esters were treated as neutral surfactant, i.e., it was treated as a molecule with polar and non-polar part. Turbidity and fluorescence were used to determine the critical aggregates concentration (CAC). Water solutions containing fatty esters were examined exploiting changes in turbidity and fluorescence intensity of pyrene. Abrupt changes were attributed to aggregates formation, following the same behavior of traditional amphiphilic compounds. It was determined the CAC for ethyl palmitate, ethyl stearate, ethyl oleate, and ethyl linoleate. The values of CAC for fatty esters varied from 1.91 to 4.27 μmol/L, while CAC for the mixture of esters (biodiesel) was 2.01 for methyl esters and 1.19 for ethyl esters, both prepared using soybean oil. The aggregates formation was also determined by fluorescence measurements considering the changes in intensity of peaks I and III of pyrene. Pyrene senses the changes in environment polarity. The values found of CAC by fluorescence for individual ethyl esters varied from 1.85 to 3.21 μmol/L, while mixtures of ethyl esters was 2.23 and 2.07 μmol/L for mixture of methyl esters. The results clearly showed that fatty esters form aggregates and might be

In vitro antifungal activity of fatty acid methyl esters of the seeds of Annona cornifolia A.St.-Hil. (Annonaceae) against pathogenic fungus Paracoccidioides brasiliensis.

Science.gov (United States)

Lima, Luciana Alves Rodrigues dos Santos; Johann, Susana; Cisalpino, Patrícia Silva; Pimenta, Lúcia Pinheiro Santos; Boaventura, Maria Amélia Diamantino

2011-01-01

Fatty acids are abundant in vegetable oils. They are known to have antibacterial and antifungal properties. Antifungal susceptibility was evaluated by broth microdilution assay following CLSI (formerly the NCCLS) guidelines against 16 fungal strains of clinical interest. In this work, fatty acid methyl esters (FAME) was able to inhibit 12 clinical strains of the pathogenic fungus Paracoccidioides brasiliensis and were also active in the bioautographic assay against Cladosporium sphaerospermum. FAME was a more potent antifungal than trimethoprim-sulfamethoxazole against P. brasiliensis under the experimental conditions tested.

The antimicrobial efficacy and structure activity relationship of novel carbohydrate fatty acid derivatives against Listeria spp. and food spoilage microorganisms.

Science.gov (United States)

Nobmann, Patricia; Smith, Aoife; Dunne, Julie; Henehan, Gary; Bourke, Paula

2009-01-15

Novel mono-substituted carbohydrate fatty acid (CFA) esters and ethers were investigated for their antibacterial activity against a range of pathogenic and spoilage bacteria focussing on Listeria monocytogenes. Carbohydrate derivatives with structural differences enable comparative studies on the structure/activity relationship for antimicrobial efficacy and mechanism of action. The antimicrobial efficacy of the synthesized compounds was compared with commercially available compounds such as monolaurin and monocaprylin, as well as the pure free fatty acids, lauric acid and caprylic acid, which have proven antimicrobial activity. Compound efficacy was compared using an absorbance based broth microdilution assay to determine the minimum inhibitory concentration (MIC), increase in lag phase and decrease in maximum growth rate. Among the carbohydrate derivatives synthesized, lauric ether of methyl alpha-d-glucopyranoside and lauric ester of methyl alpha-d-mannopyranoside showed the highest growth-inhibitory effect with MIC values of 0.04 mM, comparable to monolaurin. CFA derivatives were generally more active against Gram positive bacteria than Gram negative bacteria. The analysis of both ester and ether fatty acid derivatives of the same carbohydrate, in tandem with alpha and beta configuration of the carbohydrate moiety suggest that the carbohydrate moiety is involved in the antimicrobial activity of the fatty acid derivatives and that the nature of the bond also has a significant effect on efficacy, which requires further investigation. This class of CFA derivatives has great potential for developing antibacterial agents relevant to the food industry, particularly for control of Listeria or other Gram-positive pathogens.

Plant polyketide synthases: a chalcone synthase-type enzyme which performs a condensation reaction with methylmalonyl-CoA in the biosynthesis of C-methylated chalcones.

Science.gov (United States)

Schröder, J; Raiber, S; Berger, T; Schmidt, A; Schmidt, J; Soares-Sello, A M; Bardshiri, E; Strack, D; Simpson, T J; Veit, M; Schröder, G

1998-06-09

Heterologous screening of a cDNA library from Pinusstrobus seedlings identified clones for two chalcone synthase (CHS) related proteins (PStrCHS1 and PStrCHS2, 87.6% identity). Heterologous expression in Escherichia coli showed that PStrCHS1 performed the typical CHS reaction, that it used starter CoA-esters from the phenylpropanoid pathway, and that it performed three condensation reactions with malonyl-CoA, followed by the ring closure to the chalcone. PstrCHS2 was completely inactive with these starters and also with linear CoA-esters. Activity was detected only with a diketide derivative (N-acetylcysteamine thioester of 3-oxo-5-phenylpent-4-enoic acid) that corresponded to the CHS reaction intermediate postulated after the first condensation reaction. PstrCHS2 performed only one condensation, with 6-styryl-4-hydroxy-2-pyrone derivatives as release products. The enzyme preferred methylmalonyl-CoA against malonyl-CoA, if only methylmalonyl-CoA was available. These properties and a comparison with the CHS from Pinus sylvestris suggested for PstrCHS2 a special function in the biosynthesis of secondary products. In contrast to P. sylvestris, P. strobus contains C-methylated chalcone derivatives, and the methyl group is at the position predicted from a chain extension with methylmalonyl-CoA in the second condensation of the biosynthetic reaction sequence. We propose that PstrCHS2 specifically contributes the condensing reaction with methylmalonyl-CoA to yield a methylated triketide intermediate. We discuss a model that the biosynthesis of C-methylated chalcones represents the simplest example of a modular polyketide synthase.

Brain-derived neurotrophic factor promoter methylation and cortical thickness in recurrent major depressive disorder

OpenAIRE

Na, Kyoung-Sae; Won, Eunsoo; Kang, June; Chang, Hun Soo; Yoon, Ho-Kyoung; Tae, Woo Suk; Kim, Yong-Ku; Lee, Min-Soo; Joe, Sook-Haeng; Kim, Hyun; Ham, Byung-Joo

2016-01-01

Recent studies have reported that methylation of the brain-derived neurotrophic factor (BDNF) gene promoter is associated with major depressive disorder (MDD). This study aimed to investigate the association between cortical thickness and methylation of BDNF promoters as well as serum BDNF levels in MDD. The participants consisted of 65 patients with recurrent MDD and 65 age- and gender-matched healthy controls. Methylation of BDNF promoters and cortical thickness were compared between the gr...

Antimicrobial screening of some derivatives of methyl alpha-D-glucopyranoside

International Nuclear Information System (INIS)

Abdul, K.M.S.; Kawsar, S.M.S.; Rehman, S.

2009-01-01

In vitro antimicrobial functionality test of methyl 4,6-O-cyclohexylidene-alpha-D-glucopyranoside and its twelve acylated derivatives against ten human pathogenic bacteria and six phytopathogenic fungi comparative to Ampicillin and Nystatin revealed the tested chemicals to possess moderate to good antibacterial and antifungal activity and to be more effective against fungal phytopathogens. Many of these chemicals exhibited better antimicrobial activity than the standard antibiotics. Minimum Inhibition Concentration (MIC) of methyl 4,6-O-cyclohexylidene-2-O-myristoyl- 3-O-palmitoyl-alpha-D-glucopyranoside against Bacillus cereus, Bacillus subtilis and Staphylococcus aureus was 25, 12.5 and 25 macro g/disc, respectively. (author)

The effects of pH in profile of lipid and ester accumulation of arthrospira platensis (spirulina) as a potential source of biodiesel

International Nuclear Information System (INIS)

Reyes, Patrick A.; Ybañez, Manolito G. Jr.; Avilla, Ruel A.

2013-01-01

This study aimed to produce biodiesel (ester-based fuel) using the extracts of microalgae Arthrospira platensis (Spirulina). Specifically, the research focused in determining effect of pH in culturing the Spirulina and its lipid accumulation; determining the constituents present in the lipid extracts; and determining the methyl esters in the transesterified lipids. The best pH condition in culturing the algal sample was found to be at pH 10 to 11. Analysis of the extracted lipid samples revealed that pH condition in culturing medium has a significant effect on the lipid accumulation in Spirulina. Perkin Elmer Claurus 500 GC-MS system elucidated that the constituents present in the experimental samples were esterified lipids. The esters were derived from butanoic, hexadeanoic and octadecanoic acid. About 19 free fatty acids out of 23 determined compounds present were from the controlled sample which suggests that these were main precursors of the esters found in the sample were butyl, allyl nonyl, propyl tetradecyl, methylpropyl, allyl dodecyl, hexyl pentadecyl, dodecyl propyl, heptyl esters with the parent chain of fatty acids enumerated above. These showed that pH manipulations could be used as a direct transesterification of fatty acids in producing biodiesels. (author)

[Chloroquine analogues from benzofuro- and benzothieno[3,2-b]-4-pyridone-2-carboxylic acid esters].

Science.gov (United States)

Gölitzer, K; Meyer, H; Jomaa, H; Wiesner, J

2004-08-01

The amides 7 were synthesized from the annulated methyl 4-pyridone-2-carboxylates 4 via the carboxylic acids 5 and their acid chlorides by reacting with the novaldiamine base 6. The alcohol 8b, obtained from DIBAH reduction of the ester 4b, was transformed to the chloromethyl derivative 9 which reacted with 6 and 18-crown-6 leading to the 2-novaldiaminomethyl-4-pyridone 10. Compound 10 was obtained with higher yield from DIBAH reduction of the amide 7b. The substances 7 and 10 were inactive when tested against the chloroquine resistant Plasmodium falciparum strain Dd2.

Study of the Transformation of the Oil of Used Soya in Fatty Acid Ethyl Ester

Directory of Open Access Journals (Sweden)

Anabel Sarracent-López

2016-07-01

Full Text Available The reuse of vegetable oils in food processing brings harmful health effects and on the other hand needs a complex treatment to discard without affecting the environment. Transformed into methyl or ethyl esters of fatty acids and glycerin by transesterification with the corresponding alcohol, can be a suitable method for treatment. It was investigated residual soybean oil from a producer of fried foods and ethanol. It is known that with this spirit the transformation process presents difficulties not listed with methanol, but at the same time does not bring the drawbacks of the latter, for toxicity and acquisition, and that since it is a derivative of the domestic sugar industry does not constitute a raw material import. We experimented with ethanol 80 %, 85 % and 90 % purity and worked 35 ºC and 50 ºC. Final yields of ethyl esters, are low compared with those obtained for similar processes with methanol, 85 % being the highest yield obtained under the conditions of the process. An assessment of costs was conducted to produce 1L of ethyl esters in the laboratory, the expenses of 0,56 pesos/L.

Anti-Mycobacterium tuberculosis Activity of Esters of Quinoxaline 1,4-Di-N-Oxide

Directory of Open Access Journals (Sweden)

Isidro Palos

2018-06-01

Full Text Available Tuberculosis continues to be a public health problem in the world, and drug resistance has been a major obstacle in its treatment. Quinoxaline 1,4-di-N-oxide has been proposed as a scaffold to design new drugs to combat this disease. To examine the efficacy of this compound, this study evaluates methyl, ethyl, isopropyl, and n-propyl esters of quinoxaline 1,4-di-N-oxide derivatives in vitro against Mycobacterium tuberculosis (pansusceptible and monoresistant strains. Additionally, the inhibitory effect of esters of quinoxaline 1,4-di-N-oxide on M. tuberculosis gyrase supercoiling was examined, and a stability analysis by ultra performance liquid chromatography-tandem mass spectrometry (UPLC-MS was also carried out. Results showed that eight compounds (T-007, T-018, T-011, T-069, T-070, T-072, T-085 and T-088 had an activity similar to that of the reference drug isoniazid (minimum inhibitory concentration (MIC = 0.12 µg/mL with an effect on nonreplicative cells and drug monoresistant strains. Structural activity relationship analysis showed that the steric effect of an ester group at 7-position is key to enhancing its biological effects. Additionally, T-069 showed a high stability after 24 h in human plasma at 37 °C.

Molecular Recognition Studies on Naphthyridine Derivatives

Directory of Open Access Journals (Sweden)

José Carlos Iglesias-Sánchez

2010-03-01

Full Text Available The association constants Kb of three hosts I–III designed to have both enhanced hydrogen bonding donor strength and conformational preorganization with biotin analogues 1–5 are reported. 1H-NMR titrations under two different concentration conditions have been employed to determine the association constants Kb. A statistical analysis using a presence absence matrix has been applied to calculate the different contributions. Hydrogen bond interactions make naphthyridine derivatives II and III potent binders and effective receptors for (+-biotin methyl ester (1, due to the complex stabilization by additional hydrogen bonds.

Three new fatty acid esters from the mushroom Boletus pseudocalopus.

Science.gov (United States)

Kim, Ki Hyun; Choi, Sang Un; Lee, Kang Ro

2012-06-01

A bioassay-guided fractionation and chemical investigation of a MeOH extract of the Korean wild mushroom Boletus pseudocalopus resulted in the identification of three new fatty acid esters, named calopusins A-C (1-3), along with two known fatty acid methyl esters (4-5). These new compounds are structurally unique fatty acid esters with a 2,3-butanediol moiety. Their structures were elucidated through 1D- and 2D-NMR spectroscopic data and GC-MS analysis as well as a modified Mosher's method. The new compounds 1-3 showed significant inhibitory activity against the proliferation of the tested cancer cell lines with IC(50) values in the range 2.77-12.51 μM.

Cytotoxicity of Endoperoxides from the Caribbean Sponge Plakortis halichondrioides towards Sensitive and Multidrug-Resistant Leukemia Cells: Acids vs. Esters Activity Evaluation

Directory of Open Access Journals (Sweden)

Tanja Schirmeister

2017-03-01

Full Text Available The 6-epimer of the plakortide H acid (1, along with the endoperoxides plakortide E (2, plakortin (3, and dihydroplakortin (4 have been isolated from a sample of the Caribbean sponge Plakortis halichondrioides. To perform a comparative study on the cytotoxicity towards the drug-sensitive leukemia CCRF-CEM cell line and its multi-drug resistant subline CEM/ADR5000, the acid of plakortin, namely plakortic acid (5, as well as the esters plakortide E methyl ester (6 and 6-epi-plakortide H (7 were synthesized by hydrolysis and Steglich esterification, respectively. The data obtained showed that the acids (1, 2, 5 exhibited potent cytotoxicity towards both cell lines, whereas the esters showed no activity (6, 7 or weaker activity (3, 4 compared to their corresponding acids. Plakortic acid (5 was the most promising derivative with half maximal inhibitory concentration (IC50 values of ca. 0.20 µM for both cell lines.

Modulation of the degree and pattern of methyl-esterification of pectic homogalacturonan in plant cell walls. Implications for pectin methyl esterase action, matrix properties, and cell adhesion.

Science.gov (United States)

Willats, W G; Orfila, C; Limberg, G; Buchholt, H C; van Alebeek, G J; Voragen, A G; Marcus, S E; Christensen, T M; Mikkelsen, J D; Murray, B S; Knox, J P

2001-06-01

Homogalacturonan (HG) is a multifunctional pectic polysaccharide of the primary cell wall matrix of all land plants. HG is thought to be deposited in cell walls in a highly methyl-esterified form but can be subsequently de-esterified by wall-based pectin methyl esterases (PMEs) that have the capacity to remove methyl ester groups from HG. Plant PMEs typically occur in multigene families/isoforms, but the precise details of the functions of PMEs are far from clear. Most are thought to act in a processive or blockwise fashion resulting in domains of contiguous de-esterified galacturonic acid residues. Such de-esterified blocks of HG can be cross-linked by calcium resulting in gel formation and can contribute to intercellular adhesion. We demonstrate that, in addition to blockwise de-esterification, HG with a non-blockwise distribution of methyl esters is also an abundant feature of HG in primary plant cell walls. A partially methyl-esterified epitope of HG that is generated in greatest abundance by non-blockwise de-esterification is spatially regulated within the cell wall matrix and occurs at points of cell separation at intercellular spaces in parenchymatous tissues of pea and other angiosperms. Analysis of the properties of calcium-mediated gels formed from pectins containing HG domains with differing degrees and patterns of methyl-esterification indicated that HG with a non-blockwise pattern of methyl ester group distribution is likely to contribute distinct mechanical and porosity properties to the cell wall matrix. These findings have important implications for our understanding of both the action of pectin methyl esterases on matrix properties and mechanisms of intercellular adhesion and its loss in plants.

Lipid-Derived Biofuels: Determination of Factors that Control Triglyceride Accumulation in Microalgae

Science.gov (United States)

2012-10-30

out using the Nile red fluorescence assay. Confirmation of the Nile Red results was done by the analysis of fatty acid methyl esters ( FAMEs ) using...with 5% CO2 in air. Fatty acid methyl ester analyses using 6 in situ methylation indicated that the TAG began to degrade into free fatty acids...gas chromatography/mass spectrometry. Profiles of FAMEs remained similar but significant abundance differences were seen which depended on the

Contact allergy to isoeugenol and its derivatives

DEFF Research Database (Denmark)

Tanaka, Susumu; Royds, C; Buckley, Christopher D

2004-01-01

A total of 2261 (808 male, 1453 female) consecutive patients attending contact dermatitis clinics were patch tested to isoeugenol and its derivatives listed in the EU Inventory of Fragrance Ingredients. Positive reactions were found to isoeugenol in 40, transisoeugenol in 40, isoeugenyl acetate...... and 15/16 of those to isoeugenyl phenylacetate but in none of those 6 positive to isoeugenyl methyl ether and in neither of those 2 positive to benzyl isoeugenyl ether. Concomitant contact allergy between isoeugenol and its derivatives may occur through chemical cross-reactivity or local skin metabolism...... of the derivatives. It is more commonly observed with the esters rather than the ethers. Isoeugenyl acetate has been proposed as an alternative to isoeugenol, but there is a high degree of concomitant reactivity with isoeugenol....

Discrimination of processing grades of olive oil and other vegetable oils by monochloropropanediol esters and glycidyl esters

NARCIS (Netherlands)

Yan, Jing; Oey, Sergio B.; Leeuwen, van Stefan P.J.; Ruth, van Saskia M.

2018-01-01

In this study, the processing derived contaminants 2- and 3-monochloropropanediol (2- and 3-MCPD) esters and glycidyl esters (GEs) were analysed in 84 oil samples by GC–MS/MS for the discrimination of processing grades of olive oils as a potential authentication tool. Concentrations of 2- and 3-MCPD

Thermodynamic properties of the methyl esters of p-hydroxy and p-methoxy benzoic acids

International Nuclear Information System (INIS)

Almeida, Ana R.R.P.; Cunha, André F.G.; Matos, M. Agostinha R.; Morais, Victor M.F.

2014-01-01

Highlights: • Vapor pressures and energies of combustion of two methyl benzoates were measured. • Standard molar ΔH, ΔS and ΔG of sublimation and vaporization were derived. • Standard molar ΔH, ΔS and ΔG of formation in crystal and gas phases were calculated. • Gas phase ΔH of formation was also estimated by quantum chemical calculations. • ΔH of the intermolecular hydrogen bond O–H⋯O was estimated. - Abstract: The vapor pressures of crystalline and liquid phases of methyl p-hydroxybenzoate and of methyl p-methoxybenzoate were measured over the temperature ranges (338.9 to 423.7) K and (292.0 to 355.7) K respectively, using a static method based on diaphragm capacitance gauges. The vapor pressures of the crystalline phase of the former compound were also measured in the temperature range (323.1 to 345.2) K using a Knudsen mass-loss effusion technique. The results enabled the determination of the standard molar enthalpies, entropies and Gibbs free energies of sublimation and of vaporization, at T = 298.15 K, as well as phase diagram representations of the (p, T) experimental data, including the triple point. The temperatures and molar enthalpies of fusion of both compounds were determined using differential scanning calorimetry and were compared with the results indirectly derived from the vapor pressure measurements. The standard (p° = 10 5 Pa) molar enthalpies of formation, in the crystalline phase, at T = 298.15 K, of the compounds studied were derived from their standard massic energies of combustion measured by static-bomb combustion calorimetry. From the experimental results, the standard molar enthalpies of formation, in the gaseous phase at T = 298.15 K, were calculated and compared with the values estimated by employing quantum chemical computational calculations. A good agreement between experimental and theoretical results is observed. To analyze the thermodynamic stability of the two compounds studied, the standard Gibbs free

Solid-phase radioimmunoassay for vitamin B12 in serum, with use of radioiodinated tyrosine methyl ester of vitamin B12

International Nuclear Information System (INIS)

Endres, D.B.; Painter, K.; Niswender, G.D.

1978-01-01

Although radioassays for vitamin B 12 with use of any of several binding proteins have been available for many years, a radioimmunoassay for B 12 has not been reported. We describe here such a radioimmunoassay, incorporating, for the first time, a radioiodinated tyrosine methyl ester of B 12 as the radioactive tracer. Polypropylene tubes are coated with antiserum raised in a rabbit against B 12 /bovine serum albumin to simplify the separation of bound and free radioactivity. Factors affecting the preparation of coated tubes are described. The assay is accurate, sensitive, precise, and specific for vitamin B 12 . Accuracy of the assay is unaffected by the presence of denatured protein. The advantages of this radioimmunoassay over conventional radioassays are discussed

Reducing the viscosity of Jojoba Methyl Ester diesel fuel and effects on diesel engine performance and roughness

Energy Technology Data Exchange (ETDEWEB)

Selim, Mohamed Y.E. [Mech. Eng. Dept., UAE University, Al-Ain, Abu Dhabi 17555 (United Arab Emirates)

2009-07-15

An experimental investigation has been carried out to test two approaches to reduce the viscosity of the Jojoba Methyl Ester (JME) diesel fuel. The first approach is the heating of the fuel to two temperatures of 50 and 70 C as compared to the base ambient temperature and to diesel fuel too. The second approach is adding one chemical which is considered by its own as alternative and renewable fuel which is Diethyl Ether (DEE). The viscosity has been reduced by both methods to close to diesel values. The performance of a diesel engine using those fuels has been tested in a variable compression research engine Ricardo E6 with the engine speed constant at 1200 rpm. The measured parameters included the exhaust gas temperature, the ignition delay period, the maximum pressure rise rate, maximum pressure, and indicated mean effective pressure and maximum heat release rate. The engine performance is presented and the effects of both approaches are scrutinized. (author)

Reducing the viscosity of Jojoba Methyl Ester diesel fuel and effects on diesel engine performance and roughness

International Nuclear Information System (INIS)

Selim, Mohamed Y.E.

2009-01-01

An experimental investigation has been carried out to test two approaches to reduce the viscosity of the Jojoba Methyl Ester (JME) diesel fuel. The first approach is the heating of the fuel to two temperatures of 50 and 70 deg. C as compared to the base ambient temperature and to diesel fuel too. The second approach is adding one chemical which is considered by its own as alternative and renewable fuel which is Diethyl Ether (DEE). The viscosity has been reduced by both methods to close to diesel values. The performance of a diesel engine using those fuels has been tested in a variable compression research engine Ricardo E6 with the engine speed constant at 1200 rpm. The measured parameters included the exhaust gas temperature, the ignition delay period, the maximum pressure rise rate, maximum pressure, and indicated mean effective pressure and maximum heat release rate. The engine performance is presented and the effects of both approaches are scrutinized.

Effect of Solvent Additives on the Solution Aggregation of Phenyl-C61-Butyl Acid Methyl Ester (PCBM)

KAUST Repository

Tummala, Naga Rajesh

2015-11-24

High-boiling-point solvent additives, employed during the solution processing of active-layer formulations, impact the efficiency of bulk hetero-junction (BHJ) organic solar cells by influencing the morphological / topological features of the multicomponent thin film. Here, we aim at a better understanding of how these additives change the aggregation landscape in the casting solution prior to film deposition via a multi-scale computational study of the aggregation phenomena of phenyl-C61-butyric-acid methyl ester (PCBM) in various solutions. The energetic landscape of PCBM-solvent / solvent-additive intermolecular interactions is evaluated at the electronic-structure level through symmetry-adapted perturbation theory to determine the nature and strength of non-covalent forces important to aggregation. Molecular dynamics simulations highlight how the choice of solvent and solvent additives control the formation of molecular aggregates. Our results indicate that high-boiling-point solvent additives change the effective interactions among the PCBM and casting-solvent molecules and alter the equilibrium PCBM aggregate sizes in solution.

A model compound (methyl oleate, oleic acid, triolein) study of triglycerides hydrodeoxygenation over alumina-supported NiMo sulfide

NARCIS (Netherlands)

Coumans, A.E.; Hensen, E.J.M.

We studied hydrodeoxygenation of model compounds for vegetable oil into diesel-range hydrocarbons on a sulfided NiMo/γ-Al2O3 catalyst under trickle-flow conditions. Methyl oleate (methyl ester of oleic acid, a C18 fatty acid with one unsaturated bond in the chain) represented the C18 alkyl esters in

OxymaPure/DIC: An Efficient Reagent for the Synthesis of a Novel Series of 4-[2-(2-Acetylaminophenyl-2-oxo-acetylamino] Benzoyl Amino Acid Ester Derivatives

Directory of Open Access Journals (Sweden)

Ayman El-Faham

2013-11-01

Full Text Available OxymaPure (ethyl 2-cyano-2-(hydroxyiminoacetate was tested as an additive for use in the carbodiimide (DIC approach for the synthesis of a novel series of α-ketoamide derivatives (4-[2-(2-acetylaminophenyl-2-oxo-acetylamino]benzoyl amino acid ester derivatives. OxymaPure showed clear superiority to HOBt/DIC or carbodiimide alone in terms of purity and yield. The title compounds were synthesized via the ring opening of N-acylisatin. First, N-acetylisatin was reacted with 4-aminobenzoic acid under conventional heating as well as microwave irradiation to afford 4-(2-(2-acetamidophenyl-2-oxoacetamidobenzoic acid. This α-ketoamide was coupled to different amino acid esters using OxymaPure/DIC as a coupling reagent to afford 4-[2-(2-acetylaminophenyl-2-oxo-acetylamino]benzoyl amino acid ester derivatives in excellent yield and purity. The synthesized compounds were characterized using FT-IR, NMR, and elemental analysis.

Anti-inflammatory agents of the carbamoylmethyl ester class: synthesis, characterization, and pharmacological evaluation

Directory of Open Access Journals (Sweden)

Sadek B

2013-03-01

Full Text Available Bassem Sadek,1 Amar Mansuor Hamruoni,2 Abdu Adem1 1Department of Pharmacology and Therapeutics, College of Medicine and Health Sciences, United Arab Emirates University, 2Department of Pharmaceutical Sciences, College of Pharmacy, Al Ain University of Science and Technology, Al-Ain, United Arab Emirates Abstract: In this study, target compounds 5–12 were synthesized via acid amine coupling of ibuprofen and naproxen with methyl ester derivatives of amino acids, namely, l-proline, sarcosine, l-tyrosine, and l-glutamic acid. When tested for anti-inflammatory activity using the acute carrageenan-induced hind paw method in rats, compounds 5–12 showed significantly greater anti-inflammatory activity, in the range of 40.64%–87.82%, compared with a placebo control group (P < 0.001. Among the newly synthesized compounds 5–12, naproxen derivatives 9–12 with anti-inflammatory activity ranging between 66.99% and 87.82% showed significantly higher (P < 0.05 potency than ibuprofen derivatives 5–8 with inhibition in the range of 22.03%–52.91% and control groups of ibuprofen (76.34% or naproxen (75.59%, P < 0.05. Moreover, derivatives 9–12 derived from naproxen, in particular compounds 9 and 10 which achieved 83.91% and 87.82% inhibition of inflammation, respectively, showed significantly (P < 0.05 higher potency than naproxen derivatives 11 and 12. Notably, among naproxen derivatives 9–12, the gastric ulcerogenicity for 9 (ulcer index 11.73 and 10 (ulcer index 12.30 was found to be significantly lower (P < 0.05 than that of the active ibuprofen and naproxen control groups with ulcer indices of 22.87 and 24.13, respectively. On the other hand, naproxen derivatives 9–11 showed significant inhibition (P < 0.05 of prostaglandin E2 synthesis when compared with the active control group receiving indomethacin, suggesting a correlation between the observed low ulcerogenicity and effect on prostaglandin E2 synthesis for compounds 9 and 10. However

Simultaneous production of fatty acid methyl esters and diglycerides by four recombinant Candida rugosa lipase's isozymes.

Science.gov (United States)

Chang, Shu-Wei; Huang, Myron; Hsieh, Yu-Hsun; Luo, Ying-Ting; Wu, Tsung-Ta; Tsai, Chia-Wen; Chen, Chin-Shuh; Shaw, Jei-Fu

2014-07-15

In this study, the catalytic efficiency of four recombinant CRL (Candida rugosa lipase) isozymes (LIP1-LIP4) towards the production of fatty acid methyl ester (FAME) was compared and evaluated as an alternative green method for industrial applications. The results indicated that the recombinant C. rugosa LIP1 enzyme exhibited the highest catalytic efficiency for FAME production compared to the recombinant C. rugosa LIP2-LIP4 enzymes. The optimal conditions were as follows: pH 7.0, methanol/soybean oil molar ratio: 3/1, enzyme amount: 2U (1.6 μL), reaction temperature: 20°C, 22 h of reaction time, and 3 times of methanol addition (1 mol/6h), and resulted in 61.5 ± 1.5 wt.% of FAME conversion. The reaction product contained also 10 wt.% of DAG with a ratio of 1,3-DAG to 1,2-DAG of approximately 4:6, and can be potentially used in industrial applications as a food emulsifier. Copyright © 2014 Elsevier Ltd. All rights reserved.

Influence of Compression Ratio on the Performance and Emission Characteristics of Annona Methyl Ester Operated DI Diesel Engine

Directory of Open Access Journals (Sweden)

Senthil Ramalingam

2014-09-01

Full Text Available This study aims to find the optimum performance and emission characteristics of single cylinder variable compression ratio (VCR engine with different blends of Annona methyl ester (AME as fuel. The performance parameters such as specific fuel consumption (SFC, brake thermal efficiency (BTE, and emission levels of HC, CO, Smoke, and NOx were compared with the diesel fuel. It is found that, at compression ratio of 17: 1 for A20 blended fuel (20% AME + 80% Diesel shows better performance and lower emission level which is very close to neat diesel fuel. The engine was operated with different values of compression ratio (15, 16, and 17 to find out best possible combination for operating engine with blends of AME. It is also found that the increase of compression ratio increases the BTE and reduces SFC and has lower emission without any engine in design modifications.

Stereocontrolled reduction of alpha- and beta-keto esters with micro green algae, Chlorella strains.

Science.gov (United States)

Ishihara, K; Yamaguchi, H; Adachi, N; Hamada, H; Nakajima, N

2000-10-01

The stereocontrolled reduction of alpha- and beta-keto esters using micro green algae was accomplished by a combination of the cultivation method and the introduction of an additive. The reduction of ethyl pyruvate and ethyl benzoylformate by the photoautotrophically cultivated Chlorella sorokiniana gave the corresponding alcohol in high e.e. (>99% e.e. (S) and >99% e.e. (R), respectively). In the presence of glucose as an additive, the reduction of ethyl 3-methyl-2-oxobutanoate by the heterotrophically cultivated C. sorokiniana afforded the corresponding (R)-alcohol. On the other hand, the reduction in the presence of ethyl propionate gave the (S)-alcohol. Ethyl 2-methyl-3-oxobutanoate was reduced in the presence of glycerol by the photoautotrophically cultivated C. sorokiniana or the heterotrophically cultivated C. sorokiniana to the corresponding syn-(2R,3S)-hydroxy ester with high diastereo- and enantiomeric excess (e.e.). Some additives altered the stereochemical course in the reduction of alpha- and beta-keto esters.

Effects of trout-oil methyl ester on a diesel engine performance and emission characteristics

International Nuclear Information System (INIS)

Buyukkaya, Ekrem; Benli, Serdar; Karaaslan, Salih; Guru, Metin

2013-01-01

Highlights: ► Maximum engine power was obtained at 2400 rpm for all fuels. ► The maximum torque of engine was obtained at 1500 rpm for blend fuels. ► The BSFC of TOME’s blends became less. ► HC emissions were found to be lower for blends. ► NO x was obtained to decrease in particularly high engine loads. - Abstract: In this study, trout oil methyl ester fuel (TOME) was prepared by transesterification using potassium hydroxide as catalyst. The trout oil and its blends (B10, B20, B40 and B50) were tested in a single-cylinder natural aspirated indirect injection diesel engine. The tests showed significant changes in engine’s power and particularly torque as well as major improvements in the engine emission for B40 and B50 in general, except the increasing of nitrogen oxide (NO x ) emission due to high combustion temperature resulted by better combustion process. The brake specific fuel consumption of B50 fuel was almost the same as that of diesel fuel at the maximum torque and rated power conditions. Carbon monoxide (CO) and hydrocarbon emissions (HC) were reduced around on average 13% and 45%, respectively, in case of TOME compared to diesel

The use of Koroch seed oil methyl ester blends as fuel in a diesel engine

International Nuclear Information System (INIS)

Gogoi, T.K.; Baruah, D.C.

2011-01-01

An experimental investigation was carried out on a small direct injection (DI) diesel engine, fuelling the engine with 10% (B10), 20% (B20), 30% (B30) and 40% (B40) blending of Koroch seed oil methyl ester (KSOME) with diesel. The performance and combustion characteristics of the engine at various loads are compared and analyzed. The results showed higher brake specific fuel consumption (BSFC) and lower brake thermal efficiency (BTE) for the KSOME blends. The engine indicated power (IP) was more for the blends up to B30, but found to be reduced for the blend B40 when compared to that of diesel. The engine combustion parameters such as pressure crank angle diagram, peak pressure, time of occurrence of peak pressure, net heat-release rate, cumulative heat release, ignition delay and combustion duration were computed. The KSOME blends exhibited similar combustion trend with diesel. However, the blends showed an early start of combustion with shorter ignition delay period. The study reveals the suitability of KSOME blends up to B30 as fuel for a diesel engine mainly used in generating sets and the agricultural applications in India without any significant drop in engine performance.

Bio-Detergent oil derivative used frying

Directory of Open Access Journals (Sweden)

Alfonso Jesús Torres Ortega

2011-04-01

Full Text Available Currently, the global trend towards sustainable development for environmental friendly products such as biosurfactants shows an excellent performance. Anionic surface active agents can be produced from renewable natural raw materials such as vegetable oils mainly derived from palm oil. Methyl ester sulfonate is an active component of highly biodegradable detergents, one advantage compared with detergents derived from petrochemicals which generate a high pollutant load. This paper proposes the study of sulfonation with sulfur trioxide of esters derived from waste cooking oil which main component is palm oil. The falling film reactor allows determining the conditions of the process at pilot scale. The experimentation allowed an enhancement of empirical equations in the equipment implemented for this purpose and to determine some physicochemical properties. The comparison obtained for this same process with petrochemicals compounds indicates that the model could be applied to any film sulfonation but adjusting the parameters and specific conditions, such as the physicochemical properties of the compounds used, since the sulfonation process described in this work is one of the more complicated cases. The technological development presented here seeks to contribute with the industrial needs to promote green chemical industry for the production of biosurfactant from waste frying oil.

Synthesis of Amide and Ester Derivatives of Cinnamic Acid and Its Analogs: Evaluation of Their Free Radical Scavenging and Monoamine Oxidase and Cholinesterase Inhibitory Activities.

Science.gov (United States)

Takao, Koichi; Toda, Kazuhiro; Saito, Takayuki; Sugita, Yoshiaki

2017-01-01

A series of cinnamic acid derivatives, amides (1-12) and esters (13-22), were synthesized, and structure-activity relationships for antioxidant activity, and monoamine oxidases (MAO) A and B, acetylcholinesterase, and butyrylcholinesterase (BChE) inhibitory activities were analyzed. Among the synthesized compounds, compounds 1-10, 12-18, and rosmarinic acid (23), which contained catechol, o-methoxyphenol or 5-hydroxyindole moieties, showed potent 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging activity. Compounds 9-11, 15, 17-22 showed potent and selective MAO-B inhibitory activity. Compound 20 was the most potent inhibitor of MAO-B. Compounds 18 and 21 showed moderate BChE inhibitory activity. In addition, compound 18 showed potent antioxidant activity and MAO-B inhibitory activity. In a comparison of the cinnamic acid amides and esters, the amides exhibited more potent DPPH free radical scavenging activity, while the esters showed stronger inhibitory activities against MAO-B and BChE. These results suggested that cinnamic acid derivatives such as compound 18, p-coumaric acid 3,4-dihydroxyphenethyl ester, and compound 20, p-coumaric acid phenethyl ester, may serve as lead compounds for the development of novel MAO-B inhibitors and candidate lead compounds for the prevention or treatment of Alzheimer's disease.

Experimental (liquid + liquid) equilibrium data for ternary and quaternary mixtures of fatty acid methyl and ethyl esters (FAME/FAEE) from soybean oil

International Nuclear Information System (INIS)

Beneti, Stéphani C.; Lanza, Marcelo; Mazutti, Marcio A.; Kunita, Marcos Hiroiuqui; Cardozo-Filho, Lúcio; Vladimir Oliveira, J.

2014-01-01

Highlights: • Innovative technique for quantification of compounds involved in the biodiesel production. • Easy and quick determination from NIR combined with multivariate calibration. • Reliable LLE correlation and predictions can be attained from the technique. -- Abstract: This work is aimed at providing an easy and quick determination of the biodiesel products using near infrared spectroscopy (NIR) by combination with the multivariate calibration in the analysis of (liquid + liquid) equilibrium (LLE) data for ternary and quaternary mixtures containing soybean fatty acid methyl (FAME) and ethyl (FAEE) esters, glycerol, ethanol, methanol and water, at various temperatures. The mass balance for the compositions obtained for each phase was carried out so as to demonstrate the reliability of the models generated by the multivariate calibration. Two distinct phases are observed, a glycerol-rich and the other ester-rich, while ethanol is dissolved among the phases hence reducing the partial mutual miscibility between glycerol and ester. Through (liquid + liquid) equilibrium (LLE) results, systems containing FAEE at T = 318.15 K and 303.15 K (calibration using data obtained at temperature of 318.15 K), a good agreement is verified among the values determined using conventional and NIR technique for alcoholic phase (AP) or aqueous phase (WP) and biodiesel phase (BP). Likewise in the systems containing FAME at 318.15 K, 303.15 K and 333.15 K (calibration using data obtained at temperature of 318.15 K), the LLE results were reproduced at the upper and lower temperature to the tests of the reproducibility of the models generated by the multivariate calibration

Synthesis of 1-isopropyl-3-acyl-5-methyl-benzimidazolone Derivatives and Their Antimicrobial Activity

Directory of Open Access Journals (Sweden)

Shaopeng Wei

2013-03-01

Full Text Available A series of N-acylated analogues of 1-isopropyl-3-acyl-5-methyl-benzimidazolone were synthesized. Bioassay results indicated that analogues 5-07 and 5-19 exhibited the most potency against Bacillus cereus, Bacillus subtilis, Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa. Analogues 5-02, 5-07, 5-12, 5-15, 5-19, 5-20 and 5-25 could effectively inhibit the spore germination of Botrytis cinerea. The relationship between structure and their antimicrobial activity (SAR has also been discussed according to aliphatic acids and aromatic acids derivatives, respectively. This implied that the N-acylated derivatives of 5-methyl-benzimidazolone might be potential antimicrobial agents.

Separation of fatty acid methyl esters by GC-online hydrogenation × GC.

Science.gov (United States)

Delmonte, Pierluigi; Fardin-Kia, Ali Reza; Rader, Jeanne I

2013-02-05

The separation of fatty acid methyl esters (FAME) provided by a 200 m × 0.25 mm SLB-IL111 capillary column is enhanced by adding a second dimension of separation ((2)D) in a GC × GC design. Rather than employing two GC columns of different polarities or using different elution temperatures, the separation in the two-dimensional space is achieved by altering the chemical structure of selected analytes between the two dimensions of separation. A capillary tube coated with palladium is added between the first dimension of separation ((1)D) column and the cryogenic modulator, providing the reduction of unsaturated FAMEs to their fully saturated forms. The (2)D separation is achieved using a 2.5 m × 0.10 mm SLB-IL111 capillary column and separates FAMEs based solely on their carbon skeleton. The two-dimensional separation can be easily interpreted based on the principle that all the saturated FAMEs lie on a straight diagonal line bisecting the separation plane, while the FAMEs with the same carbon skeleton but differing in the number, geometric configuration or position of double bonds lie on lines parallel to the (1)D time axis. This technique allows the separation of trans fatty acids (FAs) and polyunsaturated FAs (PUFAs) in a single experiment and eliminates the overlap between PUFAs with different chain lengths. To our knowledge, this the first example of GC × GC in which a chemical change is instituted between the two dimensions to alter the relative retentions of components and identify unsaturated FAMEs.

Determining the fatty acid composition in plasma and tissues as fatty acid methyl esters using gas chromatography – a comparison of different derivatization and extraction procedures.

Science.gov (United States)

Ostermann, Annika I; Müller, Maike; Willenberg, Ina; Schebb, Nils Helge

2014-12-01

Analysis of the fatty acid (FA) composition in biological samples is commonly carried out using gas liquid chromatography (GC) after transesterification to volatile FA methyl esters (FAME). We compared the efficacy of six frequently used protocols for derivatization of different lipid classes as well as for plasma and tissue samples. Transesterification with trimethylsulfonium hydroxide (TMSH) led to insufficient derivatization efficacies for polyunsaturated FAs (PUFA, ester (CE) as well as triacylglycerols (TGs). In contrast, methanolic hydrochloric acid (HCl) as well as a combination of BF3 with methanolic sodium hydroxide (NaOH+BF3) were suitable for the derivatization of FFAs, polar lipids, TGs, and CEs (derivatization rate >80% for all tested lipids). Regarding plasma samples, all methods led to an overall similar relative FA pattern. However, significant differences were observed, for example, for the relative amount of EPA+DHA (n3-index). Absolute FA plasma concentrations differed considerably among the methods, with low yields for KOH and BF3. We also demonstrate that lipid extraction with tert-butyl methyl ether/methanol (MTBE/MeOH) is as efficient as the classical method according to Bligh and Dyer, making it possible to replace (environmentally) toxic chloroform.We conclude that HCl-catalyzed derivatization in combination with MeOH/MTBE extraction is the most appropriate among the methods tested for the analysis of FA concentrations and FA pattern in small biological samples. A detailed protocol for the analysis of plasma and tissues is included in this article.

Blockade of N-methyl-D-aspartate induced convulsions by 1-aminocyclopropanecarboxylates

International Nuclear Information System (INIS)

Skolnick, P.; Marvizon, J.C.G.; Jackson, B.W.; Monn, J.A.; Rice, K.C.; Lewin, A.H.

1989-01-01

1-Aminocyclopropanecarboxylic acid is a potent and selective ligand for the glycine modulatory site on the N-methyl-D-aspartate receptor complex. This compound blocks the convulsions and deaths produced by N-methyl-D-aspartate in a dose dependent fashion. In contrast, 1-aminocyclopropanecarboxylic acid does not protect mice against convulsions induced by pentylenetetrazole, strychnine, bicuculline, or maximal electroshock, and does not impair motor performance on either a rotarod or horizontal wire at doses of up to 2 g/kg. The methyl- and ethyl- esters of 1-aminocyclopropanecarboxylic acid are 5- and 2.3-fold more potent, respectively, than the parent compound in blocking the convulsant and lethal effects of N-methyl-D-aspartate. However, these esters are several orders of magnitude less potent than 1-aminocyclopropanecarboxylic acid as inhibitors of strychnine-insensitive [ 3 H]glycine binding, indicating that conversion to the parent compound may be required to elicit an anticonvulsant action

Synthesis of methyl (13(2)R/S)-alkyl-pyropheophorbide a and a non-epimerized chlorophyll a mimic.

Science.gov (United States)

Ogasawara, Shin; Tamiaki, Hitoshi

2015-10-15

The (13(2)R/S)-methoxycarbonyl group of methyl pheophorbides a/a' (chlorophyll a/a' derivatives) was converted to methyl, ethyl, propyl, and isopropyl groups through the C13(2)-alkylation under basic conditions followed by pyrolysis in 2,4,6-collidine with lithium iodide. All the resulting products, methyl 13(2)-alkyl-pyropheophorbides a, predominantly gave the (13(2)R)-stereoisomers with about one tenth of the (13(2)S)-epimers. Their stereochemistry was determined by 1D/2D NMR and their optical properties were characterized by visible absorption and circular dichroism spectroscopy. Methyl (13(2)R)-propyl-pyropheophorbide a was converted to (13(2)R)-propyl-pyrochlorophyll a by ester exchanging and magnesium chelating reactions. The synthetic chlorophyll a analogue showed non-epimerization at the 13(2)-position in pyridine-d5 at 40°C, while naturally occurring chlorophyll a was easily epimerized under the same conditions to give its epimeric mixture. Copyright © 2015 Elsevier Ltd. All rights reserved.

Development of Environmentally Benign and Reduced Corrosion Runway Deicing Fluid

Science.gov (United States)

2009-08-01

ESTCP Environmental Security Technology Certification Program FAME Fatty Acid Methyl Ester FFA Free Fatty Acid FPt Freezing Point; first...based on altering the tail-end of the process for making fatty acid methyl ester ( FAME ) by transesterification of triglycerides typically derived from...converted to glycerin while the rest are converted to fatty acid methyl esters ( FAME ) that have traditionally been used in oleochemical industry. Recently

A novel multifunctional O-methyltransferase implicated in a dual methylation pathway associated with lignin biosynthesis in loblolly pine.

Science.gov (United States)

Li, L; Popko, J L; Zhang, X H; Osakabe, K; Tsai, C J; Joshi, C P; Chiang, V L

1997-05-13

S-adenosyl-L-methionine (SAM)-dependent O-methyltransferases (OMTs) catalyze the methylation of hydroxycinnamic acid derivatives for the synthesis of methylated plant polyphenolics, including lignin. The distinction in the extent of methylation of lignins in angiosperms and gymnosperms, mediated by substrate-specific OMTs, represents one of the fundamental differences in lignin biosynthesis between these two classes of plants. In angiosperms, two types of structurally and functionally distinct lignin pathway OMTs, caffeic acid 3-O-methyltransferases (CAOMTs) and caffeoyl CoA 3-O-methyltransferases (CCoAOMTs), have been reported and extensively studied. However, little is known about lignin pathway OMTs in gymnosperms. We report here the first cloning of a loblolly pine (Pinus taeda) xylem cDNA encoding a multifunctional enzyme, SAM:hydroxycinnamic Acids/hydroxycinnamoyl CoA Esters OMT (AEOMT). The deduced protein sequence of AEOMT is partially similar to, but clearly distinguishable from, that of CAOMTs and does not exhibit any significant similarity with CCoAOMT protein sequences. However, functionally, yeast-expressed AEOMT enzyme catalyzed the methylation of CAOMT substrates, caffeic and 5-hydroxyferulic acids, as well as CCoAOMT substrates, caffeoyl CoA and 5-hydroxyferuloyl CoA esters, with similar specific activities and was completely inactive with substrates associated with flavonoid synthesis. The lignin-related substrates were also efficiently methylated in crude extracts of loblolly pine secondary xylem. Our results support the notion that, in the context of amino acid sequence and biochemical function, AEOMT represents a novel SAM-dependent OMT, with both CAOMT and CCoAOMT activities and thus the potential to mediate a dual methylation pathway in lignin biosynthesis in loblolly pine xylem.

A novel multifunctional O-methyltransferase implicated in a dual methylation pathway associated with lignin biosynthesis in loblolly pine

Science.gov (United States)

Li, Laigeng; Popko, Jacqueline L.; Zhang, Xing-Hai; Osakabe, Keishi; Tsai, Chung-Jui; Joshi, Chandrashekhar P.; Chiang, Vincent L.

1997-01-01

S-adenosyl-l-methionine (SAM)-dependent O-methyltransferases (OMTs) catalyze the methylation of hydroxycinnamic acid derivatives for the synthesis of methylated plant polyphenolics, including lignin. The distinction in the extent of methylation of lignins in angiosperms and gymnosperms, mediated by substrate-specific OMTs, represents one of the fundamental differences in lignin biosynthesis between these two classes of plants. In angiosperms, two types of structurally and functionally distinct lignin pathway OMTs, caffeic acid 3-O-methyltransferases (CAOMTs) and caffeoyl CoA 3-O-methyltransferases (CCoAOMTs), have been reported and extensively studied. However, little is known about lignin pathway OMTs in gymnosperms. We report here the first cloning of a loblolly pine (Pinus taeda) xylem cDNA encoding a multifunctional enzyme, SAM:hydroxycinnamic Acids/hydroxycinnamoyl CoA Esters OMT (AEOMT). The deduced protein sequence of AEOMT is partially similar to, but clearly distinguishable from, that of CAOMTs and does not exhibit any significant similarity with CCoAOMT protein sequences. However, functionally, yeast-expressed AEOMT enzyme catalyzed the methylation of CAOMT substrates, caffeic and 5-hydroxyferulic acids, as well as CCoAOMT substrates, caffeoyl CoA and 5-hydroxyferuloyl CoA esters, with similar specific activities and was completely inactive with substrates associated with flavonoid synthesis. The lignin-related substrates were also efficiently methylated in crude extracts of loblolly pine secondary xylem. Our results support the notion that, in the context of amino acid sequence and biochemical function, AEOMT represents a novel SAM-dependent OMT, with both CAOMT and CCoAOMT activities and thus the potential to mediate a dual methylation pathway in lignin biosynthesis in loblolly pine xylem. PMID:9144260

Fatty-acid alkyl esters in table olives in relation to abnormal fermentation and poorly conducted technological treatments

Energy Technology Data Exchange (ETDEWEB)

Lanza, B.; Serio, M.G. di; Giacinto, L. di

2016-07-01

There are several methods to prepare table olives, and each of the steps and conditions during this processing can affect the composition and nutritional value of the product. The influence of abnormal fermentation and poorly conducted technological treatments was examined here in terms of the lipid fraction of table olives. In ‘Greek style’ olives, a low concentration of brine can allow the growth of spontaneous microflora and consequent organoleptic defects (‘putrid/butyric fermentation’, ‘winey-vinegary’). Here, the ‘Kalamata’ and ‘Moresca’ cultivars can produce methyl esters (methyl oleate/ linoleate: 553 and 450 mg·kg−1 oil, respectively) and ethyl esters (ethyl oleate/ inoleate: 4764 and 4195; palmitate: 617 and 886 mg·kg −1 oil, respectively). In ‘Sevillan style’ olives, a high NaOH concentration influences the fatty-acid composition less, but is difficult to eliminate, for a ‘soapy’ defect. The ‘Giarraffa’ and ‘Nocellara del Belice’ cultivars produce only ethyl esters (ethyl oleate/ linoleate: 222 and 289 mg·kg−1 oil, respectively). With this production of ethyl and methyl esters from the principal fatty acids in the lipid fractions of table olives, methods that provide only biological treatments (i.e., Greek style) pose more risk than methods that provide only chemical treatments (i.e., Sevillan style). (Author)

Jasmonic acid/methyl jasmonate accumulate in wounded soybean hypocotyls and modulate wound gene expression.

Science.gov (United States)

Creelman, R A; Tierney, M L; Mullet, J E

1992-06-01

Jasmonic acid (JA) and its methyl ester, methyl jasmonate (MeJA), are plant lipid derivatives that resemble mammalian eicosanoids in structure and biosynthesis. These compounds are proposed to play a role in plant wound and pathogen responses. Here we report the quantitative determination of JA/MeJA in planta by a procedure based on the use of [13C,2H3]MeJA as an internal standard. Wounded soybean (Glycine max [L] Merr. cv. Williams) stems rapidly accumulated MeJA and JA. Addition of MeJA to soybean suspension cultures also increased mRNA levels for three wound-responsive genes (chalcone synthase, vegetative storage protein, and proline-rich cell wall protein) suggesting a role for MeJA/JA in the mediation of several changes in gene expression associated with the plants' response to wounding.

Active Ester Containing Surfmer for One-Stage Polymer Nanoparticle Surface Functionalization in Mini-Emulsion Polymerization

Directory of Open Access Journals (Sweden)

Vanessa L. Albernaz

2018-04-01

Full Text Available Functional surface active monomers (surfmers are molecules that combine the functionalities of surface activity, polymerizability, and reactive groups. This study presents an improved pathway for the synthesis of the active ester containing surfmer p-(11-acrylamidoundecanoyloxyphenyl dimethylsulfonium methyl sulfate (AUPDS. Further, the preparation of poly(methyl methacrylate and polystyrene nanoparticles (NPs by mini-emulsion polymerization using AUPDS is investigated, leading to NPs with active ester groups on their surface. By systematically varying reaction parameters and reagent concentrations, it was found that AUPDS feed concentrations between 2–4 mol% yielded narrowly distributed and stable spherical particles with average sizes between 83 and 134 nm for non-cross-linked NPs, and up to 163 nm for cross-linked NPs. By basic hydrolysis of the active ester groups in aqueous dispersion, the positive ζ-potential (ZP was converted into a negative ZP and charge quantities determined by polyelectrolyte titrations before and after hydrolysis were in the same range, indicating that the active ester groups were indeed accessible in aqueous suspension. Increasing cross-linker amounts over 10 mol% also led to a decrease of ZP of NPs, probably due to internalization of the AUPDS during polymerization. In conclusion, by using optimized reaction conditions, it is possible to prepare active ester functionalized NPs in one stage using AUPDS as a surfmer in mini-emulsion polymerization.

Antileishmanial Activity of the Hydroalcoholic Extract of Miconia langsdorffii, Isolated Compounds, and Semi-Synthetic Derivatives

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Wilson R. Cunha

2011-02-01

Full Text Available The in vitro activity of the crude hydroalcoholic extract of the aerial parts of Miconia langsdorffii Cogn. was evaluated against the promastigote forms of L. amazonensis, the causative agent of cutaneous leishmaniasis in humans. The bioassay-guided fractionation of this extract led to identification of the triterpenes ursolic acid and oleanolic acid as the major compounds in the fraction that displayed the highest activity. Several ursolic acid semi-synthetic derivatives were prepared, to find out whether more active compounds could be obtained. Among these ursolic acid-derived substances, the C-28 methyl ester derivative exhibited the best antileishmanial activity.

Effect of alkyl chain length in the terminal ester group on mesomorphic properties of new chiral lactic acid derivatives

Czech Academy of Sciences Publication Activity Database

Kohout, M.; Bubnov, Alexej; Šturala, J.; Novotná, Vladimíra; Svoboda, J.

2016-01-01

Roč. 43, č. 10 (2016), s. 1472-1485 ISSN 0267-8292 R&D Projects: GA MŠk(CZ) LD14007 Institutional support: RVO:68378271 Keywords : chiral liquid crystal * lactic acid derivative * terminal ester group * mesomorphic properties * dielectric spectroscopy * layer shrinkage Subject RIV: JJ - Other Materials Impact factor: 2.661, year: 2016

Two-generation reproductive toxicity study of plant stanol esters in rats

NARCIS (Netherlands)

Whittaker, M.H.; Frankos, V.H.; Wolterbeek, A.P.M.; Waalkens-Berendsen, D.H.

1999-01-01

Plant stanol esters are intended for use as an ingredient in food to reduce the absorption of cholesterol from the gastrointestinal tract. Consumption of plant stanol esters has a demonstrated diet-derived public health benefit, as shown by numerous clinical studies. Plant stanol esters are

Multispectroscopic investigation of the interaction of BSA and DNA with the anticancer drug, N-(6-ferrocenyl-2-naphthoyl)-gamma-amino butyric acid methyl ester

Science.gov (United States)

Rajina, S. R.; Sudhi, Geethu; Austin, P.; Praveen, S. G.; Xavier, T. S.; Kenny, Peter T. M.; Binoy, J.

2018-05-01

The interaction of a drug with DNA and BSA play a great role in studying anti cancer activity and drug transport properties, which can be effectively, investigated using vibrational spectroscopy, UV visible spectroscopy and Fluorescence spectroscopy. The present work reports the structural features of N-(6-ferrocenyl-2-naphthoyl)-gamma-amino butyric acid Methyl ester (FNGABME) based on FTIR and FTRaman spectroscopy. The absorption and fluorescence spectroscopic methods were used to study the efficiency of the interaction of the compound FNGABME with BSA and DNA and also molecular docking were performed computationally to validate the results which shows that the title compound may exhibit inhibitory activity against the cancer cells.

Antibacterial and antifungal efficacy of fatty acid methyl esters from the leaves of Sesuvium portulacastrum L.

Science.gov (United States)

Chandrasekaran, M; Senthilkumar, A; Venkatesalu, V

2011-07-01

The fatty acid methyl esters (FAME extract) from Sesuvium (S.) portulacastrum was studied for its fatty acid composition and antimicrobial activity against human pathogenic microorganisms. The gas chromatographic analysis of FAME extract revealed the presence of palmitic acid with the highest relative percentage (31.18%), followed by oleic acid (21.15%), linolenic acid (14.18%) linoleic acid (10.63%), myristic acid (6.91%) and behenic acid (2.42%). The saturated fatty acids were higher than the unsaturated fatty acids. FAME extract showed the highest antibacterial and anticandidal activities and moderate antifungal activity against the tested microorganisms. The highest mean zone of inhibition (16.3 mm) and the lowest MIC (0.25 mg/ml) and MBC (0.5 mg/ml) values were recorded against Bacillus subtilis. The lowest mean zone of inhibition (8.8 mm) and the highest MIC (8 mg/ml) and MFC (16 mg/ml) values were recorded against Aspergillus fumigatus and Aspergillus niger. The results of the present study justify the use of S. portulacastrum in traditional medicine and the FAME extract can be used as a potential antimicrobial agent against the tested human pathogenic microorganisms.

Synthesis of methyl esters from relevant palm products in near-critical methanol with modified-zirconia catalysts.

Science.gov (United States)

Laosiripojana, N; Kiatkittipong, W; Sutthisripok, W; Assabumrungrat, S

2010-11-01

The transesterification and esterification of palm products i.e. crude palm oil (CPO), refined palm oil (RPO) and palm fatty acid distillate (PFAD) under near-critical methanol in the presence of synthesized SO(4)-ZrO(2), WO(3)-ZrO(2) and TiO(2)-ZrO(2) (with various sulfur- and tungsten loadings, Ti/Zr ratios, and calcination temperatures) were studied. Among them, the reaction of RPO with 20%WO(3)-ZrO(2) (calcined at 800 degrees C) enhanced the highest fatty acid methyl ester (FAME) yield with greatest stability after several reaction cycles; furthermore, it required shorter time, lower temperature and less amount of methanol compared to the reactions without catalyst. These benefits were related to the high acid-site density and tetragonal phase formation of synthesized WO(3)-ZrO(2). For further improvement, the addition of toluene as co-solvent considerably reduced the requirement of methanol to maximize FAME yield, while the addition of molecular sieve along with catalyst significantly increased FAME yield from PFAD and CPO due to the inhibition of hydrolysis reaction. Copyright 2010 Elsevier Ltd. All rights reserved.

Experimental analysis on thermally coated diesel engine with neem oil methyl ester and its blends

Science.gov (United States)

Karthickeyan, V.

2018-01-01

Depletion of fossil fuel has created a threat to the nation's energy policy, which in turn led to the development of new source renewable of energy. Biodiesel was considered as the most promising alternative to the traditional fossil fuel. In the present study, raw neem oil was considered as a principle source for the production of biodiesel and converted into Neem Oil Methyl Ester (NOME) using two stage transesterification process. The chemical compositions of NOME was analysed using Fourier Transform Infra-Red Spectroscopy (FTIR) and Gas Chromatography- Mass Spectrometry (GC-MS). Baseline readings were recorded with diesel, 25NOME (25% NOME with 75% diesel) and 50NOME (50% NOME with 50% diesel) in a direct injection, four stroke, water cooled diesel engine. Thermal Barrier Coating (TBC) was considered as a better technique for emission reduction in direct injection diesel engine. In the present study, Partially Stabilized Zirconia (PSZ) was used as a TBC material to coat the combustion chamber components like cylinder head, piston head and intake and exhaust valves. In coated engine, 25NOME showed better brake thermal efficiency and declined brake specific fuel consumption than 50NOME. Decreased exhaust emissions like CO, HC and smoke were observed with 25NOME in coated engine except NOx. [Figure not available: see fulltext.

A study on the fuel injection and atomization characteristics of soybean oil methyl ester (SME)

International Nuclear Information System (INIS)

Park, Su Han; Kim, Hyung Jun; Suh, Hyun Kyu; Lee, Chang Sik

2009-01-01

The spray atomization characteristics of an undiluted biodiesel fuel (soybean oil methyl ester, SME) in a diesel engine were investigated and compared with that of diesel fuel (ultra low sulfur diesel, ULSD). The experimental results were compared with numerical results predicted by the KIVA-3V code. The spray characteristics of the spray tip penetration, spray area, spray centroid and injection delay were analyzed using images obtained from a visualization system. The Sauter mean diameter (SMD) was analyzed using a droplet analyzer system to investigate the atomization characteristics. It was found that the peak injection rate increases and advances when the injection pressure increases due to the increase of the initial injection momentum. The injection rate of the SME, which has a higher density than diesel fuel, is higher than that of diesel fuel despite its low injection velocity. The high ambient pressure induces the shortening of spray tip penetration of the SME. Moreover, the predicted spray tip penetration pattern is similar to the pattern observed experimentally. The SMD of the SME decreases along the axial distance. The predicted local and overall SMD distribution patterns of diesel and SME fuels illustrate similar tendencies when compared with the experimental droplet size distribution patterns

Development of Bio-Based Paint by using Methyl Esters from Palm Oil for Corrosion Inhibitor

International Nuclear Information System (INIS)

Mohibah Musa; Miradatul Najwa Muhd Rodhi; Najmiddin Yaakob; Ku Halim Ku Hamid; Juferi Idris

2013-01-01

Paint is used as a means of protection to prevent surfaces from being corroded over time. This research is focused on the development of a Bio-based paint made from palm oil methyl ester (POME) which originated from crude palm oil (CPO). New formulation paint has been developed to protect the pipeline from corrosion thus reducing the cost of the operation. Bio-based paint is made up of four components which are solvent, binder, additives, and pigment. The solvent in the bio-based paint is POME. The additives used are wetting and dispersing agent. The pigment used in the bio-based paint is TiO 2 . The formulation was developed by using a constant amount of additives and binder but varying the amount of POME at 10 ml, 15 ml, 20 ml, 25 ml and 30 ml with addition of water. The Standard Testing Methods for measuring the corrosion rate (ASTM G5-94(2011)) was carried out for each sample. In conclusion, it is proven that in the making of bio-based paint formulation for better corrosion inhibitor; the best amount of binder, additives and de-foam that should be used is 20 ml, 10 ml and 10 ml, respectively. (author)

Semi-Preparative Separation of 10 Caffeoylquinic Acid Derivatives Using High Speed Counter-Current Chromatogaphy Combined with Semi-Preparative HPLC from the Roots of Burdock (Arctium lappa L.).

Science.gov (United States)

Zheng, Zhenjia; Wang, Xiao; Liu, Pengli; Li, Meng; Dong, Hongjing; Qiao, Xuguang

2018-02-15

Burdock roots are healthy dietary supplements and a kind of famous traditional Chinese medicine, which contains large amounts of caffeoylquinic acid derivatives. However, little research has been reported on the preparative separation of these compounds from burdock roots. In the present study, a combinative method of HSCCC and semi-preparative HPLC was developed for the semi-preparative separation of caffeoylquinic acid derivatives from the burdock roots. The ethyl acetate extract of burdock roots was first fractionated by MCI macroporous resin chromatography and give three fractions (Fr. 1-3) from the elution of 40% methanol. Then, these three fractions (120 mg) were separately subjected to HSCCC for purification with the solvent system composed of petroleum ether-ethyl acetate-methanol-water at different volume ratios, and the mixtures were further purified by semi-preparative HPLC. As a result, a total of eight known caffeoylquinic acid derivatives including 3- O -caffeoylquinic acid (32.7 mg, 95.7%), 1,5- O - dicaffeoylquinic acid (4.3 mg, 97.2%), 3- O -caffeoylquinic acid methyl ester (12.1 mg, 93.2%), 1,3- O -dicaffeoylquinic acid (42.9 mg, 91.1%), 1,5- O -dicaffeoyl-3- O -(4-maloyl)-quinic acid (4.3 mg, 84.5%), 4,5- O -dicaffeoylquinic acid (5.3 mg, 95.5%), 1,5- O -dicaffeoyl-3- O -succinylquinic acid (8.7 mg, 93.4%), and 1,5- O -dicaffeoyl-4- O -succinylquinic acid (1.7 mg, 91.8%), and two new compounds were obtained. The new compounds were 1,4- O -dicaffeoyl-3-succinyl methyl ester quinic acid (14.6 mg, 96.1%) and 1,5- O -dicaffeoyl-3- O -succinyl methyl ester quinic acid (3.1 mg, 92.6%), respectively. The research indicated that the combination of HSCCC and semi-preparative HPLC is a highly efficient approach for preparative separation of the instability and bioactive caffeoylquinic acid derivatives from natural products.

Subpicosecond pulse radiolysis in liquid methyl-substituted benzene derivatives

International Nuclear Information System (INIS)

Okamoto, Kazumasa; Kozawa, Takahiro; Saeki, Akinori; Yoshida, Yoichi; Tagawa, Seiichi

2007-01-01

The early processes of radiation chemistry in the picosecond time region in methyl-substituted benzene derivatives have been investigated using subpicosecond pulse radiolysis. In o-xylene, a fairly slow geminate ion recombination was observed within 50 ps after the electron beam irradiation; this is due to the smaller electron mobility. The kinetic traces were analyzed using the Smoluchowski equation with exponential and modified-Gaussian (YGP) functions as the distribution of thermalized electrons. Only exponential functions well reproduced the experimental data within 50 ps after the electron pulse

Diatomite-supported Pd-M (M=Cu, Co, Ni) bimetal nanocatalysts for selective hydrogenation of long-chain aliphatic esters.

Science.gov (United States)

Huang, Changliang; Zhang, Hongye; Zhao, Yanfei; Chen, Sha; Liu, Zhimin

2012-11-15

Diatomite supported Pd-M (M=Cu, Co, Ni) bimetal nanocatalysts with various metal compositions were prepared and characterized by means of X-ray diffraction, transmission electron microscopy, and X-ray photoelectron spectroscopy. It was demonstrated that the metal nanoparticles were uniformly distributed on the support, and their size was centered around 8 nm with a relatively narrow size distribution. The catalysts were used to catalyze hydrogenation of long-chain aliphatic esters, including methyl palmitate, methyl stearate, and methyl laurate. It was indicated that the all diatomite-supported Pd-based bimetal catalysts were active to the selective hydrogenation of long-chain esters to corresponding alcohols at 270°C, originated from the synergistic effect between the metal particles and the diatomite support. For the selective hydrogenation of methyl palmitate, Pd-Cu/diatomite with metal loading of 1% and Pd/Cu=3 displayed the highest performance, giving a 1-hexadecanol yield of 82.9% at the substrate conversion of 98.8%. Copyright © 2012 Elsevier Inc. All rights reserved.

Pengaruh Peningkatan Jumlah Abu Kulit Buah Kelapa Sebagai Katalis Dalam Pembuatan Metil Ester Dengan Bahan Baku Minyak Sawit Mentah (Crude Palm Oil)

OpenAIRE

Sihotang, Allen Rianto

2014-01-01

Methyl esters are generally synthesized through transesterification with mild alcohol to using conventional alkaline catalysts are NaOH, KOH, and others. So by using coconut husk ash as a catalyst can be an alternative to conventional catalysts are very expensive. In the manufacture of methyl ester in this study is using two-stage reaction such as, esterification reaction with a strong acid catalyst (H2SO4) to reduce free fatty acids and transesterification with methanol which variated the am...

Modulation of vasodilator response via the nitric oxide pathway after acute methyl mercury chloride exposure in rats.

Science.gov (United States)

Omanwar, S; Saidullah, B; Ravi, K; Fahim, M

2013-01-01

Mercury exposure induces endothelial dysfunction leading to loss of endothelium-dependent vasorelaxation due to decreased nitric oxide (NO) bioavailability via increased oxidative stress. Our aim was to investigate whether acute treatment with methyl mercury chloride changes the endothelium-dependent vasodilator response and to explore the possible mechanisms behind the observed effects. Wistar rats were treated with methyl mercury chloride (5 mg/kg, po.). The methyl mercury chloride treatment resulted in an increased aortic vasorelaxant response to acetylcholine (ACh). In methyl-mercury-chloride-exposed rats, the % change in vasorelaxant response of ACh in presence of Nω-Nitro-L-arginine methyl ester hydrochloride (L-NAME; 10(-4) M) was significantly increased, and in presence of glybenclamide (10(-5) M), the response was similar to that of untreated rats, indicating the involvement of NO and not of endothelium-derived hyperpolarizing factor (EDHF). In addition, superoxide dismutase (SOD) + catalase treatment increased the NO modulation of vasodilator response in methyl-mercury-chloride-exposed rats. Our results demonstrate an increase in the vascular reactivity to ACh in aorta of rats acutely exposed to methyl mercury chloride. Methyl mercury chloride induces nitric oxide synthase (NOS) and increases the NO production along with inducing oxidative stress without affecting the EDHF pathway.

Modulation of Vasodilator Response via the Nitric Oxide Pathway after Acute Methyl Mercury Chloride Exposure in Rats

Directory of Open Access Journals (Sweden)

S. Omanwar

2013-01-01

Full Text Available Mercury exposure induces endothelial dysfunction leading to loss of endothelium-dependent vasorelaxation due to decreased nitric oxide (NO bioavailability via increased oxidative stress. Our aim was to investigate whether acute treatment with methyl mercury chloride changes the endothelium-dependent vasodilator response and to explore the possible mechanisms behind the observed effects. Wistar rats were treated with methyl mercury chloride (5 mg/kg, po.. The methyl mercury chloride treatment resulted in an increased aortic vasorelaxant response to acetylcholine (ACh. In methyl-mercury-chloride-exposed rats, the % change in vasorelaxant response of ACh in presence of Nω-Nitro-L-arginine methyl ester hydrochloride (L-NAME; 10-4 M was significantly increased, and in presence of glybenclamide (10-5 M, the response was similar to that of untreated rats, indicating the involvement of NO and not of endothelium-derived hyperpolarizing factor (EDHF. In addition, superoxide dismutase (SOD + catalase treatment increased the NO modulation of vasodilator response in methyl-mercury-chloride-exposed rats. Our results demonstrate an increase in the vascular reactivity to ACh in aorta of rats acutely exposed to methyl mercury chloride. Methyl mercury chloride induces nitric oxide synthase (NOS and increases the NO production along with inducing oxidative stress without affecting the EDHF pathway.

tert-Butyl 2-methyl-2-(4-nitrobenzoylpropanoate

Directory of Open Access Journals (Sweden)

Chelsey M. Crosse

2010-02-01

Full Text Available The title compound, C15H19NO5, is bent with a dihedral angle of 61.8 (2° between the mean planes of the benzene ring and a group encompassing the ester functionality (O=C—O—C. The dihedral angle of 0.8 (2° between the mean planes of the nitro group and the benzene ring indicates near coplanarity. In the crystal, each molecule is linked to four adjacent molecules by weak C—H...O hydrogen-bonding interactions. Both benzene H atoms ortho to the ketone O atom form C—H...O hydrogen bonds with the keto O atoms of two neighboring molecules (of the keto and ester groups, respectively, and the two other interactions involve the H atoms from a methyl group of the dimethyl residue, displaying C—H...O interactions with the O atoms of the nitro groups. These four interactions for each molecule lead to the formation of two-dimensional sheets with a hydrophilic interior, held together by weak hydrogen-bonded interactions, and a hydrophobic exterior composed of protruding methyl groups which interstack with the methyl groups in adjacent sheets.

Synthesis and antimalarial testing of neocryptolepine analogues: addition of ester function in SAR study of 2,11-disubstituted indolo[2,3-b]quinolines.

Science.gov (United States)

Lu, Wen-Jie; Wicht, Kathryn J; Wang, Li; Imai, Kento; Mei, Zhen-Wu; Kaiser, Marcel; El Sayed, Ibrahim El Tantawy; Egan, Timothy J; Inokuchi, Tsutomu

2013-06-01

This report describes the synthesis, and in vitro and in vivo antimalarial evaluations of certain ester-modified neocryptolepine (5-methyl-5H-indolo[2,3-b]quinoline) derivatives. The modifications were carried out by introducing ester groups at the C2 and/or C9 position on the neocryptolepine core and the terminal amino group of the 3-aminopropylamine substituents at the C11 position with a urea/thiourea unit. The antiplasmodial activities of our derivative agents against two different strains (CQS: NF54, and CQR: K1) and the cytotoxic activity against normal L6 cells were evaluated. The test results showed that the ester modified neocryptolepine derivatives have higher antiplasmodial activities against both strains and a low cytotoxic activity against normal cells. The best results were achieved by compounds 9c and 12b against the NF54 strain with the IC50/SI value as 2.27 nM/361 and 1.81 nM/321, respectively. While against K1 strain, all the tested compounds showed higher activity than the well-known antimalarial drug chloroquine. Furthermore, the compounds were tested for β-haematin inhibition and 12 were found to be more active than chloroquine (IC50 = 18 μM). Structure activity relationship studies exposed an interesting linear correlation between polar surface area of the molecule and β-haematin inhibition for this series. In vivo testing of compounds 7 and 8a against NF54 strain on Plasmodium berghei female mice showed that the introduction of the ester group increased the antiplasmodial activity of the neocryptolepine core substantially. Copyright © 2013 Elsevier Masson SAS. All rights reserved.

Fatty Acid Methyl Ester (FAME) Succession in Different Substrates as Affected by the Co-Application of Three Pesticides.

Science.gov (United States)

Cardinali, Alessandra; Pizzeghello, Diego; Zanin, Giuseppe

2015-01-01

In intensive agriculture areas the use of pesticides can alter soil properties and microbial community structure with the risk of reducing soil quality. In this study the fatty acid methyl esters (FAMEs) evolution has been studied in a factorial lab experiment combining five substrates (a soil, two aged composts and their mixtures) treated with a co-application of three pesticides (azoxystrobin, chlorotoluron and epoxiconazole), with two extraction methods, and two incubation times (0 and 58 days). FAMEs extraction followed the microbial identification system (MIDI) and ester-linked method (EL). The pesticides showed high persistence, as revealed by half-life (t1/2) values ranging from 168 to 298 days, which confirms their recalcitrance to degradation. However, t1/2 values were affected by substrate and compost age down to 8 days for chlorotoluron in S and up to 453 days for epoxiconazole in 12M. Fifty-six FAMEs were detected. Analysis of variance (ANOVA) showed that the EL method detected a higher number of FAMEs and unique FAMEs than the MIDI one, whereas principal component analysis (PCA) highlighted that the monosaturated 18:1ω9c and cyclopropane 19:0ω10c/19ω6 were the most significant FAMEs grouping by extraction method. The cyclopropyl to monoenoic acids ratio evidenced higher stress conditions when pesticides were applied to compost and compost+soil than solely soil, as well as with final time. Overall, FAMEs profiles showed the importance of the extraction method for both substrate and incubation time, the t1/2 values highlighted the effectiveness of solely soil and the less mature compost in reducing the persistence of pesticides.

Fatty Acid Methyl Ester (FAME Succession in Different Substrates as Affected by the Co-Application of Three Pesticides.

Directory of Open Access Journals (Sweden)

Alessandra Cardinali

Full Text Available In intensive agriculture areas the use of pesticides can alter soil properties and microbial community structure with the risk of reducing soil quality.In this study the fatty acid methyl esters (FAMEs evolution has been studied in a factorial lab experiment combining five substrates (a soil, two aged composts and their mixtures treated with a co-application of three pesticides (azoxystrobin, chlorotoluron and epoxiconazole, with two extraction methods, and two incubation times (0 and 58 days. FAMEs extraction followed the microbial identification system (MIDI and ester-linked method (EL.The pesticides showed high persistence, as revealed by half-life (t1/2 values ranging from 168 to 298 days, which confirms their recalcitrance to degradation. However, t1/2 values were affected by substrate and compost age down to 8 days for chlorotoluron in S and up to 453 days for epoxiconazole in 12M. Fifty-six FAMEs were detected. Analysis of variance (ANOVA showed that the EL method detected a higher number of FAMEs and unique FAMEs than the MIDI one, whereas principal component analysis (PCA highlighted that the monosaturated 18:1ω9c and cyclopropane 19:0ω10c/19ω6 were the most significant FAMEs grouping by extraction method. The cyclopropyl to monoenoic acids ratio evidenced higher stress conditions when pesticides were applied to compost and compost+soil than solely soil, as well as with final time.Overall, FAMEs profiles showed the importance of the extraction method for both substrate and incubation time, the t1/2 values highlighted the effectiveness of solely soil and the less mature compost in reducing the persistence of pesticides.

Alternative Fuels for Military Applications

Science.gov (United States)

2011-01-01

federal subsidies have promoted produc- tion and use of biodiesel, which is not a hydrocarbon but rather a fatty acid methyl ester ( FAME ) unsuitable for... methyl ester ( FAME ). FAME and blends of FAME with petroleum-derived fuels are currently banned from use in all deployable, tactical DoD military...fatty acid methyl ester FT Fischer-Tropsch FY fiscal year ISBL inside battery limit Navy Fuels Team Naval Fuels and Lubricants Cross-Functional Team

Brain-derived neurotrophic factor promoter methylation and cortical thickness in recurrent major depressive disorder.

Science.gov (United States)

Na, Kyoung-Sae; Won, Eunsoo; Kang, June; Chang, Hun Soo; Yoon, Ho-Kyoung; Tae, Woo Suk; Kim, Yong-Ku; Lee, Min-Soo; Joe, Sook-Haeng; Kim, Hyun; Ham, Byung-Joo

2016-02-15

Recent studies have reported that methylation of the brain-derived neurotrophic factor (BDNF) gene promoter is associated with major depressive disorder (MDD). This study aimed to investigate the association between cortical thickness and methylation of BDNF promoters as well as serum BDNF levels in MDD. The participants consisted of 65 patients with recurrent MDD and 65 age- and gender-matched healthy controls. Methylation of BDNF promoters and cortical thickness were compared between the groups. The right medial orbitofrontal, right lingual, right lateral occipital, left lateral orbitofrontal, left pars triangularis, and left lingual cortices were thinner in patients with MDD than in healthy controls. Among the MDD group, right pericalcarine, right medical orbitofrontal, right rostral middle frontal, right postcentral, right inferior temporal, right cuneus, right precuneus, left frontal pole, left superior frontal, left superior temporal, left rostral middle frontal and left lingual cortices had inverse correlations with methylation of BDNF promoters. Higher levels of BDNF promoter methylation may be closely associated with the reduced cortical thickness among patients with MDD. Serum BDNF levels were significantly lower in MDD, and showed an inverse relationship with BDNF methylation only in healthy controls. Particularly the prefrontal and occipital cortices seem to indicate key regions in which BDNF methylation has a significant effect on structure.

A Simple, Safe Method for Preparation of Biodiesel

Science.gov (United States)

Behnia, Mahin S.; Emerson, David W.; Steinberg, Spencer M.; Alwis, Rasika M.; Duenas, Josue A.; Serafino, Jessica O.

2011-01-01

An experiment suitable for organic chemistry students is described. Biodiesel, a "green" fuel, consists of methyl or ethyl esters of long-chain fatty acids called FAMES (fatty acid methyl esters) or FAEES (fatty acid ethyl esters). A quick way to make FAMES is a base-catalyzed transesterification of oils or fats derived from plants or from animal…

α-Imino Esters in Organic Synthesis: Recent Advances.

Science.gov (United States)

Eftekhari-Sis, Bagher; Zirak, Maryam

2017-06-28

α-Imino esters are useful precursors for the synthesis of a variety of types of natural and unnatural α-amino acid derivatives, with a wide range of biological activities. Due to the adjacent ester group, α-imino esters are more reactive relative to other types of imines and undergo different kinds of reactions, including organometallics addition, metal catalyzed vinylation and alkynylation, aza-Henry, aza-Morita-Baylis-Hillman, imino-ene, Mannich-type, and cycloaddition reactions, as well as hydrogenation and reduction. This review discusses the mechanism, scope, and applications of the reactions of α-imino esters and related compounds in organic synthesis, covering the literature from the last 12 years.

Mobility and Molecular Ions of Dimethyl Methyl Phosphonate, Methyl Salicylate, and Acetone.

Science.gov (United States)

1983-06-01

Plasma Chromatography, is an analytical technique used to detect, identify, and quantify trace quantities of organic vapors in gaseous mixtures. IMS is...work has shown excellent detection sensitivity for trace quantities of pesticides,𔃻 TNT,2 nickel carbonyl , and phosphorus esters." Extensive work by...vacuum distilled at 4 torr to remove phosphite and other impurities. The acetone was ACS grade from laboratory stock. The methyl salicylate was ob

Calorimetric investigations of hydrogen bonding in binary mixtures containing pyridine and its methyl-substituted derivatives. II. The dilute solutions of methanol and 2-methyl-2-propanol

International Nuclear Information System (INIS)

Marczak, Wojciech; Heintz, Andreas; Bucek, Monika

2004-01-01

Enthalpies of solution of methanol and 2-methyl-2-propanol (tert-butanol) in pyridine and its methyl derivatives were investigated in the range of mole fractions of alcohol x≤0.02 at temperature 298.15 K by a titration calorimeter. Dissolution of methanol is an exothermic process, with heat effects very close to those for water reported in part I of this study. The negative enthalpy of solution increases in the following order: pyridine < 3-methylpyridine < 4-methylpyridine < 2-methylpyridine < 2,6-dimethylpyridine < 2,4,6-trimethylpyridine. Positive enthalpies of solution of 2-methyl-2-propanol increase as follows: 2-methylpyridine < 2,4,6-trimethylpyridine < 4-methylpyridine < 2,6-dimethylpyridine < 3-methylpyridine < pyridine. The propensity of pyridine derivatives to hydrogen bonding is enhanced by the ortho effect. Methyl groups are probably too small to prevent the nitrogen atom in the pyridine ring from hydrogen bonding. However, spacious hydrocarbon group in 2-methyl-2-propanol molecule makes the bonding difficult for 2,6-dimethylpyridine and 2,4,6-trimethylpyridine, thus the number of O-H···N bonds is smaller than that in the solutions of methanol or water. The two latter seem to be very close to each other

Celorbicol, isocelorbicol, and their esters: new sesquiterpenoids from Celastrus orbiculatus

Energy Technology Data Exchange (ETDEWEB)

Smith, C.R. Jr. (Dept. of Agriculture, Peoria, IL); Miller, R.W.; Weisleder, D.; Rohwedder, W.K.; Eickman, N.; Clardy, J.

1976-10-01

Esters of two new sesquiterpenoid polyalcohols - celorbicol and isocelorbicol - have been isolated from Celastrus orbiculatus. Structures of the parent alcohols have been established by x-ray crystallography, and those of the derived esters have been assigned by NMR spectroscopy. These compounds are structurally related to other polyesters and ester alkaloids from the Celastraceae, all of which are based on the dihydroagarofuran ring system.

Sulfonated methyl esters of fatty acids in aqueous solutions: Interfacial and micellar properties.

Science.gov (United States)

Danov, Krassimir D; Stanimirova, Rumyana D; Kralchevsky, Peter A; Basheva, Elka S; Ivanova, Veronika I; Petkov, Jordan T

2015-11-01

The interest to sulfonated methyl esters of fatty acids (SME) has been growing during the last decade, because these surfactants are considered as an environmentally friendly and renewable alternative of the linear alkyl-benzene sulfonates (LAS). Here, we present a quantitative study on the properties of aqueous SME solutions, and especially on their surface tension isotherms, critical micelle concentration (CMC) and its dependence on the concentration of added NaCl. It is demonstrated that the CMC of an ionic surfactant determined by electrical conductivity is insensitive to the presence of a small nonionic admixture, so that the CMC values determined by conductivity represent the CMC of the pure surfactant. Using SME as an example, we have demonstrated the application of a new and powerful method for determining the physicochemical parameters of the pure ionic surfactant by theoretical data analysis ("computer purification") if the used surfactant sample contains nonionic admixtures, which are present as a rule. This method involves fits of the experimental data for surface tension and conductivity by a physicochemical model based on a system of mass-balance, chemical-equilibrium and electric-double-layer equations, which allows us to determine the adsorption and micellization parameters of C12-, C14-, C16- and C18-SME, as well the fraction of nonionic admixtures (if any). Having determined these parameters, we can further predict the interfacial and micellization properties of the surfactant solutions, such as surface tension, adsorption, degree of counterion binding, and surface electric potential at every surfactant, salt and co-surfactant concentrations. Copyright © 2015 Elsevier Inc. All rights reserved.

Nuclear magnetic resonance (1.40 T) and mid infrared (FTIR-ATR) associated with chemometrics as analytical methods for the analysis of methyl ester yield obtained by esterification reaction

Energy Technology Data Exchange (ETDEWEB)

Kollar, Sara R.M.; Suarez, Paulo A.Z., E-mail: psuarez@unb.br [Universidade de Brasilia (UnB), Brasília, DF (Brazil). Instituto de Química; Novotny, Etelvino H. [Embrapa Solos, Rio de Janeiro, RJ (Brazil); Nascimento, Claudia J. do [Universidade Federal do Estado do Rio de Janeiro (UNIRIO), Rio de Janeiro, RJ, (Brazil). Instituto de Biociências

2017-07-01

In this work, we compared 1.40 T nuclear magnetic resonance (NMR) to 7.05 T (60 and 300 MHz for proton, respectively), and mid-infrared with attenuated total reflectance (FTIR-ATR), associated with chemometrics methods, for the quantification of the reaction yield during esterification of fatty acids with methanol. The results showed that the integrated intensities of the ester C=O stretching region, relative to the total C=O stretching region, is useful to quantify the fatty acid methyl ester (FAME) concentration. Comparing the results obtained by the different final models: NMR (1.40 T and 7.05 T), FTIR-ATR using multivariate partial last squares regression (PLS) with orthogonal signal correction (OSC), and univariate ordinary least squares (OLS), the NMR of 1.40 T (60 MHz for proton) showed more advantages when compared to a high field spectrometer, due to the non-use of cryogenic and solvents and less laborious work for obtaining results. (author)

Synthesis and Antimicrobial Activities of Some Novel Quinoxalinone Derivatives

Directory of Open Access Journals (Sweden)

Y. A. Ammar

2000-06-01

Full Text Available Condensation of 4-benzoyl-1,2-phenylenediamine with sodium pyruvate in acetic acid furnished two products which were identified as 6-benzoyl and 7-benzoyl-3-methyl-2(1Hquinoxalinones (1a,b. Fusion of 1a with aromatic aldehydes furnished the styryl derivatives 2a-c. Alkylation of 1a,b with dimethyl sulphate or ethyl chloroacetate produced the N-alkyl derivatives 3a,b and 4a,b. Hydrazinolysis of the ester derivative 4a with hydrazine hydrate afforded the hydrazide derivative 5 which underwent condensation with aldehydes to give the corresponding hydrazone derivatives 6a,b. In addition, chlorination of 1a with thionyl chloride afforded the 2-chloro derivative 7 which was subjected to reaction with sodium azide and n-butylamine to yield the corresponding tetrazolo (8 and n-butylamino (9 derivatives, respectively. The structures of the compounds prepared were confirmed by analytical and spectral data. Also, some of the synthesized compounds were screened for antimicrobial activity.

Atmospheric oxidation of selected alcohols and esters

Energy Technology Data Exchange (ETDEWEB)

Becker, K H; Cavalli, F

2001-03-01

The decision whether it is appropriate and beneficial for the environment to deploy specific oxygenated organic compounds as replacements for traditional solvent types requires a quantitative assessment of their potential atmospheric impacts including tropospheric ozone and other photooxidant formation. This involves developing chemical mechanisms for the gasphase atmospheric oxidation of the compounds which can be reliably used in models to predict their atmospheric reactivity under a variety of environmental conditions. Until this study, there was very little information available concerning the atmospheric fate of alcohols and esters. The objectives of this study were to measure the atmospheric reaction rates and to define atmospheric reaction mechanisms for the following selected oxygenated volatile organic compounds: the alcohols, 1-butanol and 1-pentanol, and the esters, methyl propionate and dimethyl succinate. The study has successfully addressed these objectives. (orig.)

Improving the performance and emission characteristics of a single cylinder diesel engine having reentrant combustion chamber using diesel and Jatropha methyl esters.

Science.gov (United States)

Premnath, S; Devaradjane, G

2015-11-01

The emissions from the Compression ignition (CI) engines introduce toxicity to the atmosphere. The undesirable carbon deposits from these engines are realized in the nearby static or dynamic systems such as vehicles, inhabitants, etc. The objective of this research work is to improve the performance and emission characteristics of a diesel engine in the modified re-entrant combustion chamber using a diesel and Jatropha methyl ester blend (J20) at three different injection pressures. From the literature, it is revealed that the shape of the combustion chamber and the fuel injection pressure have an impact on the performance and emission parameters of the CI engine. In this work, a re-entrant combustion chamber with three different fuel injection pressures (200, 220 and 240bars) has been used in the place of the conventional hemispherical combustion chamber for diesel and J20. From the experimental results, it is found that the re-entrant chamber improves the brake thermal efficiency of diesel and J20 in all the tested conditions. It is also found that the 20% blend of Jatropha methyl ester showed 4% improvement in the brake thermal efficiency in the re-entrant chamber at the maximum injection pressure. Environmental safety directly relates to the reduction in the undesirable effects on both living and non-living things. Currently environmental pollution is of major concern. Even with the stringent emission norms new methods are required to reduce the harmful effects from automobiles. The toxicity of carbon monoxide (CO) is well known. In the re-entrant combustion chamber, the amount of CO emission is reduced by 26% when compared with the conventional fuel operation of the engine. Moreover, the amount of smoke is reduced by 24% and hydrocarbons (HC) emission by 24%. Thus, the modified re-entrant combustion chamber reduces harmful pollutants such as unburned HC and CO as well as toxic smoke emissions. Copyright © 2015 Elsevier Inc. All rights reserved.

Efficient production of fatty acid methyl ester from waste activated bleaching earth using diesel oil as organic solvent.

Science.gov (United States)

Kojima, Seiji; Du, Dongning; Sato, Masayasu; Park, Enoch Y

2004-01-01

Fatty acid methyl ester (FAME) production from waste activated bleaching earth (ABE) discarded by the crude oil refining industry was investigated using fossil fuel as a solvent in the esterification of triglycerides. Lipase from Candida cylindracea showed the highest stability in diesel oil. Using diesel oil as a solvent, 3 h was sufficient to obtain a yield of approximately 100% of FAME in the presence of 10% lipase from waste ABE. Kerosene was also a good solvent in the esterification of triglycerides embedded in the waste ABE. Fuel analysis showed that the FAME produced using diesel oil as a solvent complied with the Japanese diesel standard and the 10% residual carbon amount was lower than that of FAME produced using other solvents. Use of diesel oil as solvent in the FAME production from the waste ABE simplified the process, because there was no need to separate the organic solvent from the FAME-solvent mixture. These results demonstrate a promising reutilization method for the production of FAME, for use as a biodiesel, from industrial waste resources containing waste vegetable oils.

Effect of thermal barrier coating with various blends of pumpkin seed oil methyl ester in DI diesel engine

Science.gov (United States)

Karthickeyan, V.; Balamurugan, P.

2017-10-01

The rise in oil prices, dependency on fossil fuels, degradation of non-renewable energy resources and global warming strives to find a low-carbon content alternative fuel to the conventional fuel. In the present work, Partially Stabilized Zirconia (PSZ) was used as a thermal barrier coating in piston head, cylinder head and intake and exhaust valves using plasma spray technique, which provided a rise in combustion chamber temperature. With the present study, the effects of thermal barrier coating on the blends of Pumpkin Seed Oil Methyl Ester (PSOME) were observed in both the coated and uncoated engine. Performance and emission characteristics of the PSOME in coated and uncoated engines were observed and compared. Increased thermal efficiency and reduced fuel consumption were observed for B25 and diesel in coated and uncoated engine. On comparing with the other biodiesel samples, B25 exhibited lower HC, NOx and smoke emissions in thermally coated engine than uncoated engine. After 100 h of operation, no anamolies were found in the thermally coated components except minor cracks were identified in the edges of the piston head.

Molecular view of the structural reorganization of water in DPPC multilamellar membranes induced by L-cysteine methyl ester

Science.gov (United States)

Arias, Juan Marcelo; Tuttolomondo, María Eugenia; Díaz, Sonia Beatriz; Altabef, Aida Ben

2018-03-01

In order to study the interaction between L-cysteine methyl ester (CM) and multilamellar vesicles (MLV's) of DPPC, an extensive study was made by various techniques such as Infrared and Raman spectroscopy and Differential Scanning Calorimetry (DSC). Our results revealed by the different techniques used that CM interacts with the DPPC in the region of the polar head, specifying with the phosphate groups, replacing water molecules of hydration by modifying the hydration of the polar head. By Infrared spectroscopy and DSC we observed an increase in the main transition temperature (Tm) and a gradual loss of the pre-transition (Tp) with the increase of the molar ratio CM:DPPC. Of the analyzed, we can conclude that the interaction of CM with DPPC alters the degree of hydration of the membrane altering properties of the same as the transition temperature. Moreover, the results of the thiol site behavior in CM interacting in the CM/DPPC complex will be reveal the possibility of unknown functional roles of the lipidic components of the membrane.

Synthesis of fatty acid methyl ester from palm oil (Elaeis guineensis) with Ky(MgCa)2xO3 as heterogeneous catalyst.

Science.gov (United States)

Olutoye, M A; Lee, S C; Hameed, B H

2011-12-01

Fatty acid methyl esters (FAME) were produced from palm oil using eggshell modified with magnesium and potassium nitrates to form a composite, low-cost heterogeneous catalyst for transesterification. The catalyst, prepared by the combination of impregnation/co-precipitation was calcined at 830 °C for 4 h. Transesterification was conducted at a constant temperature of 65 °C in a batch reactor. Design of experiment (DOE) was used to optimize the reaction parameters, and the conditions that gave highest yield of FAME (85.8%) was 5.35 wt.% catalyst loading at 4.5 h with 16:1 methanol/oil molar ratio. The results revealed that eggshell, a solid waste, can be utilized as low-cost catalyst after modification with magnesium and potassium nitrates for biodiesel production. Copyright © 2011 Elsevier Ltd. All rights reserved.

Synthesis of Chiral, Enantiopure Allylic Amines by the Julia Olefination of α-Amino Esters.

Science.gov (United States)

Benedetti, Fabio; Berti, Federico; Fanfoni, Lidia; Garbo, Michele; Regini, Giorgia; Felluga, Fulvia

2016-06-21

The four-step conversion of a series of N-Boc-protected l-amino acid methyl esters into enantiopure N-Boc allylamines by a modified Julia olefination is described. Key steps include the reaction of a lithiated phenylalkylsulfone with amino esters, giving chiral β-ketosulfones, and the reductive elimination of related α-acetoxysulfones. The overall transformation takes place under mild conditions, with good yields, and without loss of stereochemical integrity, being in this respect superior to the conventional Julia reaction of α-amino aldehydes.

Characteristics of Oxidative Storage Stability of Canola Fatty Acid Methyl Ester Stabilised with Antioxidants

Directory of Open Access Journals (Sweden)

Tirto Prakoso

2012-11-01

Full Text Available The storage effects on the oxidation characteristics of fatty acid methyl ester of canola oil (CME were investigated in this study. CME stabilised with two antioxidants, i.e. 2,6-di-tert-bytyl-p-cresol (BHT and 6,6-di-tert-butyl-2, 2’-methylendi-p-cresol (BPH, was stored at 20, 40 and 60°C. The oxidation stability data were measured by the Rancimat test method and it was found that both BHT and BPH addition increased the oxidation resistance of the CME. The results showed that when BPH or BHT was added at a concentration of 100 ppm, the oxidation induction period of the neat CME samples increased from 5.53 h to 6.93 h and 6.14 h, respectively. Comparing both antioxidants, BPH proved to be more effective in increasing the oxidation resistance when both antioxidants were added at the same concentration. Furthermore, the oxidation induction time decreased linearly with the storage time. It was shown that the oxidation occurred rapidly in the first 8 weeks of storage. Later, a kinetic study was undertaken and first-order kinetics were applied to explain the oxidation characteristics of the CME added with antioxidants. This kinetic study focused on exploiting the activation energy values obtained from the Arrhenius equations. Also, the oxidation effects on other quality parameters, including acid value, peroxide value, kinematic viscosity, and water content, were examined.

Optimisation of stabilised carboxylesterase NP for enantioselective hydrolysis of naproxen methyl ester

CSIR Research Space (South Africa)

Steenkamp, Lucia H

2008-12-01

Full Text Available Although the enantioselective kinetic resolution of ester racemates of the non-steroidal antiinflammatory drug naproxen ([2-(6-methoxy-2-naphthyl) propionic acid]) is a common demonstration for biocatalysis, the enantiomeric excess of the reactions...

Semi-Degradable Poly(β-amino ester) Networks with Temporally-Controlled Enhancement of Mechanical Properties

Science.gov (United States)

Safranski, David L.; Weiss, Daiana; Clark, J. Brian; Taylor, W.R.; Gall, Ken

2014-01-01

Biodegradable polymers are clinically used in numerous biomedical applications, and classically show a loss in mechanical properties within weeks of implantation. This work demonstrates a new class of semi-degradable polymers that show an increase in mechanical properties through degradation via a controlled shift in a thermal transition. Semi-degradable polymer networks, poly(β-amino ester)-co-methyl methacrylate, were formed from a low glass transition temperature crosslinker, poly(β-amino ester), and high glass transition temperature monomer, methyl methacrylate, which degraded in a manner dependent upon the crosslinker chemical structure. In vitro and in vivo degradation revealed changes in mechanical behavior due to the degradation of the crosslinker from the polymer network. This novel polymer system demonstrates a strategy to temporally control the mechanical behavior of polymers and to enhance the initial performance of smart biomedical devices. PMID:24769113

Optimization of transesterification conditions for the production of fatty acid methyl ester (FAME) from Chinese tallow kernel oil with surfactant-coated lipase

Energy Technology Data Exchange (ETDEWEB)

Gao, Yin-yu; Liu, Yuhuan; Lin, Xiangyang [Key Laboratory of Food Science, Ministry of Education, Nanchang University, Nanchang 330047 (China); Chen, Wen-wei [College of Life Science, China Jiliang University, Hangzhou 310018 (China); Lei, Hanwu [Department of Agricultural and Biosystems Engineering, South Dakota State University, Brookings, SD 57007 (United States); Ruan, Roger [Key Laboratory of Food Science, Ministry of Education, Nanchang University, Nanchang 330047 (China)]|[Department of Bioproducts and Biosystems Engineering, University of Minnesota, St. Paul, MN 55108-6005 (United States)

2009-02-15

Surfactant-coated lipase was used as a catalyst in preparing fatty acid methyl ester (FAME) from Chinese tallow kernel oil from Sapium sebiferum (L.) Roxb. syn. Triadica sebifera (L.) small. FAME transesterification was analyzed using response surface methodology to find out the effect of the process variables on the esterification rate and to establish prediction models. Reaction temperature and time were found to be the main factors affecting the esterification rate with the presence of surfactant-coated lipase. Developed prediction models satisfactorily described the esterification rate as a function of reaction temperature, time, dosage of surfactant-coated lipase, ratio of methanol to oil, and water content. The FAME mainly contained fatty acid esters of C16:0, C18:0, C18:1, C18:2, and C18:3, determined by a gas chromatograph. The optimal esterification rate was 93.86%. The optimal conditions for the above esterification ratio were found to be a reaction time of 9.2 h, a reaction temperature of 49 C, dosage of surfactant-coated lipase of 18.5%, a ratio of methanol to oil of 3:1, and water content of 15.6%. Thus, by using the central composite design, it is possible to determine accurate values of the transesterification parameters where maximum production of FAME occurs using the surfactant-coated lipase as a transesterification catalyst. (author)

Half esters and coating compositions comprising reactions products of half esters and polyepoxides

NARCIS (Netherlands)

Blaauw, R.; Mulder, W.J.; Koelewijn, R.; Boswinkel, G.

2006-01-01

The present invention relates to half esters based on dicarboxylic acid derivatives and dimer fatty diols, wherein the dimer fatty dio ls are based on dimerised and/or trimerised and/or oligomerised unsaturated fatty acids. The present invention further relates to resin compositions based on the

ESR study of electron reactions with esters and triglycerides

International Nuclear Information System (INIS)

Sevilla, M.D.; Morehouse, K.M.; Swarts, S.

1981-01-01

Reactions which occurred after electron attachment at 77K to a number of small carboxylic acid esters and triglycerides in an aqueous glass are reported. Most ester anions are found to decay on warming to form alkyl radicals by β scission: RC(O - )OR' → RCO 2 - + R'.. The alkyl radical (R'.) produced by annealing is found to abstract hydrogen from the parent ester at an α-carbon site, R'.+ R''CH 2 CO 2 R' → R''CHCO 2 R', or in the case of ethyl formate from the formate hydrogen, CH 3 CH 2 .+ HCO 2 C 2 H 5 → C 2 H 6 +.CO 2 C 2 H 5 . Results found for the methyl formate anion suggest hydrogen abstraction by the anion itself may compete with alkyl radical formation. The anion of the triglyceride triacetin is found to undergo an analogous mechanism to the ester anions producing the propane diol diester radical, .CH 2 CH(Ac)CH 2 (Ac), Ac = acetate. This species subsequently abstracts hydrogen from the parent compound to produce the α-carbon radical, .CH 2 CO 2 R. Results found after annealing the tripropionin radical anion give evidence for abstraction from the α carbon in the propionate side groups producing CH 3 CHCO 2 R. Studies of a γ-irradiated ester (ethyl myristate) and two triglycerides (tripalmitin and tristearin) yield results which suggest that the mechanism of ester anion decay found in aqueous glasses applies to γ-irradiated neat long-chain esters and triglycerides. Results found in this work are compared to the results of product analysis

Methods of preparation of fatty acid methyl esters (FAME. Statistical assessment of the precision characteristics from a collaborative trial

Directory of Open Access Journals (Sweden)

Pérez-Camino, M. C.

2000-12-01

Full Text Available The official regulations for the control of the olive and olive pomace oils of the European Union (EU and International Olive Oil Council (IOOC include the determination of fatty acids in order to be applied to several purity criteria. The determination of fatty acids require the preparation of the fatty acid methyl esters (FAME for the subsequent analysis by gas chromatography with good precision and reproducibility. Among the methods used in the laboratories of both the industries and the official institutions looking after the olive oil control, the ones selected were: 1 cold methylation with methanolic potash and 2 hot methylation with sodium methylate followed by acidification with sulphuric acid in methanol and heating. A statistical assessment of the precision characteristics were performed on the determination of fatty acids using both methods by a collaborative trial following the directions included in the AOAC regulation (AOAC 1995. In oils with low acidities, the results obtained for both methylation methods were equivalent. However, the olivepomace oil sample (acidity 15.5% showed significative differences between the fatty acid compositions obtained using both methylation methods. Finally, the methylation with the acidic+basic method did not yield an increase of the trans-isomers of the fatty acids.Los métodos oficiales para el control del aceite de oliva y de orujo de oliva de la Unión Europea (UE y del Comité Oleícola Internacional (COI incluyen la determinación de ácidos grasos en la aplicación de varios criterios de pureza. La determinación de ácidos grasos requiere la preparación de los ésteres metílicos de los ácidos grasos (FAME y su posterior análisis mediante cromatografía de gases con una buena repetibilidad y reproducibilidad. Entre los muchos métodos usados por los laboratorios de la industria y de los organismos oficiales de control, se seleccionaron los siguientes: 1 metilación en frío con potasa

Long-Acting Diclofenac Ester Prodrugs for Joint Injection: Kinetics, Mechanism of Degradation, and In Vitro Release From Prodrug Suspension.

Science.gov (United States)

Mertz, Nina; Larsen, Susan Weng; Kristensen, Jesper; Østergaard, Jesper; Larsen, Claus

2016-10-01

A prodrug approach for local and sustained diclofenac action after injection into joints based on ester prodrugs having a pH-dependent solubility is presented. Inherent ester prodrug properties influencing the duration of action include their pH-dependent solubility and charge state, as well as susceptibility to undergo esterase facilitated hydrolysis. In this study, physicochemical properties and pH rate profiles of 3 diclofenac ester prodrugs differing with respect to the spacer carbon chain length between the drug and the imidazole-based promoiety were determined and a rate equation for prodrug degradation in aqueous solution in the pH range 1-10 was derived. In the pH range 6-10, the prodrugs were subject to parallel degradation to yield diclofenac and an indolinone derivative. The prodrug degradation was found to be about 6-fold faster in 80% (vol/vol) human plasma as compared to 80% (vol/vol) human synovial fluid with 2-(1-methyl-1H-imidazol-2-yl)ethyl 2-(2-(2,6 dichlorophenyl)amino)phenylacetate being the poorest substrate toward enzymatic cleavage. The conversion and release of parent diclofenac from prodrug suspensions in vitro were studied using the rotating dialysis model. The results suggest that it is possible to alter and control dissolution and reconversion behavior of the diclofenac prodrugs, thus making the prodrug approach feasible for local and sustained diclofenac action after joint injection. Copyright © 2016 American Pharmacists Association®. Published by Elsevier Inc. All rights reserved.

Fatty acid methyl ester (FAME) technology for monitoring biological foaming in activated sludge: full scale plant verification.

Science.gov (United States)

Lee, J W; Cha, D K; Kim, I; Son, A; Ahn, K H

2008-02-01

Fatty acid methyl ester (FAME) technology was evaluated as a monitoring tool for quantification of Gordonia amarae in activated sludge systems. The fatty acid, 19:1 alcohol, which was identified as a unique fatty acid in G. amarae was not only confirmed to be present in foaming plant samples, but the quantity of the signature peak correlated closely with the degree of foaming. Foaming potential experiment provided a range of critical foaming levels that corresponded to G. amarae population. This range of critical Gordonia levels was correlated to the threshold signature FAME amount. Six full-scale wastewater treatment plants were selected based on a survey to participate in our full-scale study to evaluate the potential application of the FAME technique as the Gordonia monitoring tool. Greater amounts of signature FAME were extracted from the mixed liquor samples obtained from treatment plants experiencing Gordonia foaming problems. The amounts of signature FAME correlated well with the conventional filamentous counting technique. These results demonstrated that the relative abundance of the signature FAMEs can be used to quantitatively monitor the abundance of foam-causing microorganism in activated sludge.

Antimicrobial polyurethane thermosets based on undecylenic acid: synthesis and evaluation

OpenAIRE

Cádiz, V.; Galià, M.; Ronda, J.C.; Lligadas, G.; Bordons, A.; Esteve-Zarzoso, B.; Lluch, C.

2014-01-01

10.1002/mabi.201400017 In the present study, plant oil-derived surface-modifiable polyurethane thermosets are presented. Polyol synthesis is carried out taking advantage of thiol-yne photopolymerization of undecylenic acid derivatives containing methyl ester or hydroxyl moieties. The prepared methyl ester-containing polyurethanes allow surface modification treatment to enhance their hydrophilicity and impart antimicrobial activity through the following two steps: i) grafting poly(propylen...

Methyl and p-Bromobenzyl Esters of Hydrogenated Kaurenoic Acid for Controlling Anthracnose in Common Bean Plants.

Science.gov (United States)

Mota, Suellen F; Oliveira, Denilson F; Heleno, Vladimir C G; Soares, Ana Carolina F; Midiwo, Jacob O; Souza, Elaine A

2017-03-01

Kaurenoic acid derivatives were prepared and submitted to in vitro assays with the fungus Colletotrichum lindemuthianum, which causes anthracnose disease in the common bean. The most active substances were found to be methyl and p-bromobenzylesters, 7 and 9, respectively, of the hydrogenated kaurenoic acid, which presented a minimum inhibitory concentration (MIC) of 0.097 and 0.131 mM, respectively, while the commercial fungicide methyl thiophanate (MT) presented a MIC of 0.143 mM. Substances 7 (1.401 mM) and 9 (1.886 mM) reduced the severity of anthracnose in common bean to values statistically comparable to MT (2.044 mM). According to an in silico study, both compounds 7 and 9 are inhibitors of the ketosteroid isomerase (KSI) enzyme produced by other organisms, the amino acid sequence of which could be detected in fungal genomes. These substances appeared to act against C. lindemuthianum by inhibiting its KSI. Therefore, substances 7 and 9 are promising for the development of new fungicides.

Conversion of Oleum papaveris seminis oil into methyl esters via esterification process optimization and kinetic study

Energy Technology Data Exchange (ETDEWEB)

Syam, A.M.; Rashid, U.; Yunus, R.; Hamid, H.A.; Al-Resayes, S.I.; Nehdi, I.A.; Al-Muhtaseb, A.H.

2016-07-01

This paper presents an acid pre-treatment process and a kinetic study for the esterification reaction of Oleum papaveris seminis oil with methanol in the presence of amberlite 120 as a solid catalyst to convert the oil into methyl esters. Response surface methodology (RSM) was applied to optimize the reaction parameters, i.e. reaction time, percentage of the catalyst and volume ratio of methanol to oil. The results revealed that 0.87% w/w of catalyst concentration and 44.70% v/v of methanol to oil ratio provided final free fatty acid (FFA) contents of 0.60% w/w at 102.40 min of reaction time. It proved that the contribution of Amberlite 120 in the esterification of FFA was highly significant. The kinetics of the esterification in Oleum papaveris seminis oil with methanol in the presence of the amberlite 120 catalyst were also investigated to establish the reaction rate constant (k), reaction order, and activation energy. The study was performed under the optimized parameters at three reaction temperatures (50, 55, and 60 ºC). The value of k was in the range of 0.013 to 0.027 min-1. The first-order kinetics’ model was suitable for this irreversible FFA esterification with the activation energy of about 60.9 KJ·mol-1. (Author)

Formation and occurrence of dimer esters of pinene oxidation products in atmospheric aerosols

DEFF Research Database (Denmark)

Kristensen, Kasper; Enggrob, Kirsten L.; King, S. M.

2013-01-01

products cis-pinic and terpenylic acids, but similar to the second-generation oxidation products 3-methyl-1,2,3-butane tricarboxylic acid (MBTCA) and diaterpenylic acid acetate (DTAA). Dimer esters were observed within the first 30 min, indicating rapid production simultaneous to their structural...

Synthesis of novel naphthoquinone aliphatic amides and esters and their anticancer evaluation.

Science.gov (United States)

Kongkathip, Boonsong; Akkarasamiyo, Sunisa; Hasitapan, Komkrit; Sittikul, Pichamon; Boonyalai, Nonlawat; Kongkathip, Ngampong

2013-02-01

Fourteen new naphthoquinone aliphatic amides and seventeen naphthoquinone aliphatic esters were synthesized in nine to ten steps from 1-hydroxy-2-naphthoic acid with 9-25% overall yield for the amides, and 16-21% overall yield for the esters. The key step of the amide synthesis is a coupling reaction between amine and various aliphatic acids using 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMTMM) as a coupling agent while for the ester synthesis, DCC/DMAP or CDI was used as the coupling reagent between aliphatic acids and naphthoquinone alcohol. Both naphthoquinone amides and esters were evaluated for their anticancer activity against KB cells. It was found that naphthoquinone aliphatic amides showed stronger anticancer activity than those of the esters when the chains are longer than 7-carbon atoms. The optimum chain of amides is expected to be 16-carbon atoms. In addition, naphthoquinone aliphatic esters with α-methyl on the ester moiety possessed much stronger anticancer activity than the straight chains. Decatenation assay revealed that naphthoquinone amide with 16-carbon atoms chain at 15 μM and 20 μM can completely inhibit hTopoIIα activity while at 10 μM the enzyme activity was moderately inhibited. Molecular docking result also showed the same trend as the cytotoxicity and decatenation assay. Copyright © 2012 Elsevier Masson SAS. All rights reserved.

Fine-tuning the nucleophilic reactivities of boron ate complexes derived from aryl and heteroaryl boronic esters.

Science.gov (United States)

Berionni, Guillaume; Leonov, Artem I; Mayer, Peter; Ofial, Armin R; Mayr, Herbert

2015-02-23

Boron ate complexes derived from thienyl and furyl boronic esters and aryllithium compounds have been isolated and characterized by X-ray crystallography. Products and mechanisms of their reactions with carbenium and iminium ions have been analyzed. Kinetics of these reactions were monitored by UV/Vis spectroscopy, and the influence of the aryl substituents, the diol ligands (pinacol, ethylene glycol, neopentyl glycol, catechol), and the counterions on the nucleophilic reactivity of the boron ate complexes were examined. A Hammett correlation confirmed the polar nature of their reactions with benzhydrylium ions, and the correlation lg k(20 °C)=sN (E+N) was employed to determine the nucleophilicities of the boron ate complexes and to compare them with those of other borates and boronates. The neopentyl and ethylene glycol derivatives were found to be 10(4) times more reactive than the pinacol and catechol derivatives. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Synthesis and Odor Evaluation of Five New Sulfur-Containing Ester Flavor Compounds from 4-Ethyloctanoic Acid

Directory of Open Access Journals (Sweden)

Baoguo Sun

2010-07-01

Full Text Available Five sulfur-containing flavor compounds were synthesized for the first time by the reaction of 4-ethyloctanoyl chloride with sulfur-containing alcohols or mercaptans. The synthesized compounds are 3-(methylthiopropyl 4-ethyloctanoate, 2-methyl-3-tetrahydro-furanthiol 4-ethyloctanoate, 4-methyl-5-thiazoleethanol 4-ethyloctanoate, 2-furan-methanethiol 4-ethyloctanoate and 2-methyl-3-furanthiol 4-ethyloctanoate. These five synthetic sulfur-containing ester flavor compounds all have meaty odor and might be used in foods if approved for this purpose in the future.

Synthesis and odor evaluation of five new sulfur-containing ester flavor compounds from 4-ethyloctanoic acid.

Science.gov (United States)

Liu, Yuping; Chen, Haitao; Yin, Decai; Sun, Baoguo

2010-07-29

Five sulfur-containing flavor compounds were synthesized for the first time by the reaction of 4-ethyloctanoyl chloride with sulfur-containing alcohols or mercaptans. The synthesized compounds are 3-(methylthio)propyl 4-ethyloctanoate, 2-methyl-3-tetrahydro-furanthiol 4-ethyloctanoate, 4-methyl-5-thiazoleethanol 4-ethyloctanoate, 2-furan-methanethiol 4-ethyloctanoate and 2-methyl-3-furanthiol 4-ethyloctanoate. These five synthetic sulfur-containing ester flavor compounds all have meaty odor and might be used in foods if approved for this purpose in the future.

Synthesis of Chiral, Enantiopure Allylic Amines by the Julia Olefination of α-Amino Esters

Directory of Open Access Journals (Sweden)

Fabio Benedetti

2016-06-01

Full Text Available The four-step conversion of a series of N-Boc-protected l-amino acid methyl esters into enantiopure N-Boc allylamines by a modified Julia olefination is described. Key steps include the reaction of a lithiated phenylalkylsulfone with amino esters, giving chiral β-ketosulfones, and the reductive elimination of related α-acetoxysulfones. The overall transformation takes place under mild conditions, with good yields, and without loss of stereochemical integrity, being in this respect superior to the conventional Julia reaction of α-amino aldehydes.

Intricate Conformational Tunneling in Carbonic Acid Monomethyl Ester.

Science.gov (United States)

Linden, Michael M; Wagner, J Philipp; Bernhardt, Bastian; Bartlett, Marcus A; Allen, Wesley D; Schreiner, Peter R

2018-04-05

Disentangling internal and external effects is a key requirement for understanding conformational tunneling processes. Here we report the s- trans/ s- cis tunneling rotamerization of carbonic acid monomethyl ester (1) under matrix isolation conditions and make comparisons to its parent carbonic acid (3). The observed tunneling rate of 1 is temperature-independent in the 3-20 K range and accelerates when using argon instead of neon as the matrix material. The methyl group increases the effective half life (τ eff ) of the energetically disfavored s- trans-conformer from 3-5 h for 3 to 11-13 h for 1. Methyl group deuteration slows the rotamerization further (τ eff ≈ 35 h). CCSD(T)/cc-pVQZ//MP2/aug-cc-pVTZ computations of the tunneling probability suggest that the rate should be almost unaffected by methyl substitution or its deuteration. Thus the observed relative rates are puzzling, and they disagree with previous explanations involving fast vibrational relaxation after the tunneling event facilitated by the alkyl rotor.