10233-13-3Relevant articles and documents
Sulfonated Hyper-cross-linked Porous Polyacetylene Networks as Versatile Heterogeneous Acid Catalysts
Sekerová, Lada,B?ezinová, Pavlína,Do, Thuy Tran,Vysko?ilová, Eli?ka,Krupka, Ji?í,?erveny, Libor,Havelková, Lucie,Bashta, Bogdana,Sedlá?ek, Jan
, p. 1075 - 1084 (2020)
Two highly sulfonated micro/mesoporous polymers, P(1,3-DEB)-SO3H and P(1,4-DEB)-SO3H, with permanent porosity, the specific surface area about 550 m2 ? g?1 and the content of SO3H groups of 2.7 mmol ? g?1 were prepared as new acid Porous Polymer Catalysts, PPCs. The PPCs were achieved by easy sulfonation of parent hyper-cross-linked micro/mesoporous polyacetylene-type networks resulting from a chain-growth homopolymerization of 1,3- and 1,4-diethynylbenzenes. New PPCs are reported as highly active and reusable heterogeneous catalysts of esterification of fatty acids with methanol and ethanol, Prins cyclization of aldehydes with isoprenol and intramolecular Prins cyclization of citronellal to isopulegol. The catalytic activity of the micro/mesoporous PPCs (TON values up to 522 mol ? mol?1) was higher than that of commercial polymer-based heterogeneous catalyst Amberlyst 15 possessing gel texture without permanent pores and that of p-toluenesulfonic acid applied as a homogeneous catalyst.
Mild esterification and transesterification of carboxylic acids catalyzed by tetracyanoethylene and dicyanoketene dimethyl acetal
Masaki, Yukio,Tanaka, Nobuyuki,Miura, Tsuyoshi
, p. 55 - 56 (1997)
A π-acid tetracyanoethylene (TCNE) and its derivative dicyanoketene dimethyl acetal (DCKDMA) were found to catalyze esterification of lauric acid with various types of alcohols. This method was successfully applied to methyl esterification of a variety of carboxylic acids including aromatic, α,β-unsaturated, α-hydroxy, and N-Cbz and N-Boc-protected α-amino acids without racemization at the range from room temperature to 60 °C. TCNE was also found to operate as a catalyst in transeslerification reaction of methyl laurate.
Synthesis and evaluation of different fatty acid esters formulated into Precirol ATO-based lipid nanoparticles as vehicles for topical delivery
Sanna, Vanna,Mariani, Alberto,Caria, Giuseppe,Sechi, Mario
, p. 680 - 684 (2009)
A series of isopropyl fatty esters having different chain length (C 13-C23) were synthesized and formulated in lipid nanoparticles based on Precirol ATO to evaluate their effect on the physicochemical properties of these latter. Moreover, drug loading and skin permeation of Econazole nitrate, chosen as a lipophilic model drug, were evaluated as well. The obtained nanosystems, prepared by high shear homogenization method, had a mean diameter ranging from 180 to 280 nm and showed an encapsulation efficiency of about 100%. Ex vivo permeation results demonstrated a parabolic correlation between permeation effect and chain length of the fatty esters present in the lipid nanoparticles formulated in hydrophilic gels. The maximum flux of drug was observed for the nanoparticles containing esters with 17 and 19 carbon atoms, suggesting that these formulations may constitute a potential carrier for topical delivery of econazole nitrate.
Efficient flow fischer esterification of carboxylic acids with alcohols using sulfonic acid-functionalized silica as supported catalyst
Furuta, Akihiro,Fukuyama, Takahide,Ryu, Ilhyong
, p. 607 - 612 (2017)
Flow Fischer esterification of carboxylic acids using hydroxy-substituted sulfonic acid-functionalized silica (HOSAS) packed into a stainless steel column reactor was investigated. HO-SAS well catalyzed flow esterification of long chain carboxylic acids with methanol within 3min of residence time at 110°C, and the methyl esters were quantitatively obtained. The flow esterification protocol was applied to the synthesis of a variety of esters (19 examples) and scalable synthesis was also successful.
Method for synthesis of long-chain fatty acid ester derivative
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Paragraph 0023-0024, (2020/01/12)
The invention relates to a method for synthesis of a long-chain fatty acid ester derivative. Specifically, a hydrochloride of glycine methyl ester or glycine ethyl ester is used as a catalyst to catalyze the esterification reaction of long-chain fatty acid. The method includes: subjecting alcohol and long-chain fatty acid to esterification reaction under the action of the catalyst at certain temperature condition, then conducting extraction and precipitation with ethyl acetate, performing flushing with a sodium chloride aqueous solution for purification. A hydrochloride of glycine methyl esteror glycine ethyl ester is adopted as the catalyst, which belongs to a green catalyst, is the development trend of modern chemistry, has the characteristics of no corrosion to the reaction kettle, lowprice, no toxicity and the like, and is suitable for use as a catalyst to produce palmitate and laurate perfume raw materials.
Identification of esters as novel aggregation pheromone components produced by the male powder-post beetle, Lyctus africanus lesne (Coleoptera: Lyctinae)
Kartika, Titik,Shimizu, Nobuhiro,Yoshimura, Tsuyoshi
, (2016/01/09)
Lyctus africanus is a cosmopolitan powder-post beetle that is considered one of the major pests threatening timber and timber products. Because infestations of this beetle are inconspicuous, damage is difficult to detect and identification is often delayed. We identified the chemical compounds involved in the aggregation behavior of L. africanus using preparations of crude hexanic extracts from male and female beetles (ME and FE, respectively). Both male and female beetles showed significant preferences for ME, which was found to contain three esters. FE was ignored by both the sexes. Further bioassay confirmed the role of esters in the aggregation behavior of L. africanus. Three esters were identified as 2-propyl dodecanoate, 3-pentyl dodecanoate, and 3-pentyl tetradecanoate. Further behavioral bioassays revealed 3-pentyl dodecanoate to play the main role in the aggregation behavior of female L. africanus beetles. However, significantly more beetles aggregated on a paper disk treated with a blend of the three esters than on a paper disk treated with a single ester. This is the first report on pheromone identification in L. africanus; in addition, the study for the first time presents 3-pentyl dodecanoate as an insect pheromone.
Novel Br?nsted acidic deep eutectic solvent as reaction media for esterification of carboxylic acid with alcohols
De Santi, Valerio,Cardellini, Fabio,Brinchi, Lucia,Germani, Raimondo
scheme or table, p. 5151 - 5155 (2012/09/25)
New halogen-free Br?nsted acidic deep eutectic solvents (DES) have been prepared by mixing new quaternary ammonium methanesulfonate salts with p-toluenesulfonic acid (PTSA). They have been used as dual solvent-catalyst for esterification of several carboxylic acids with different alcohols with a reagent molar ratio of 1:1. The method is mild, safe, and simple. Ease of recovery and reusability of DES with high activity makes this method efficient and eco-friendly. The tunability of DES properties, attained by changes in the cation, was performed in order to achieve various esters in good yields.
Dodecanoic acid derivatives: Synthesis, antimicrobial evaluation and development of one-target and multi-target QSAR models
Sarova, Devinder,Kapoor, Archana,Narang, Rakesh,Judge, Vikramjeet,Narasimhan, Balasubramanian
experimental part, p. 769 - 781 (2012/05/20)
In this study a series of dodecanoic acid derivatives (1-30) were synthesized and evaluated for in vitro antimicrobial activity against the panel of Gram positive, Gram negative bacterial and fungal strains. 4-Nitro phenyl dodecanoate (4) and quinolin-8-yl dodecanoate (5) emerged as most effective antibacterial agents, and 1-(4-benzylpiperazin- 1-yl) dodecan-1-one (15) was found to be the most effective antifungal agent amongst the synthesized dodecanoic acid derivatives. Quantitative structure activity relationship (QSAR) studies performed by the development of one-target and multi-target models indicated that multitarget model was effective in describing the antimicrobial activity of dodecanoic acid derivatives as well demonstrated the importance of topological parameter, zero-order molecular connectivity index (0X). Springer Science+Business Media, LLC 2010.
Direct conversion of acetals to esters with high regioselectivity via O,P-acetals
Maegawa, Tomohiro,Otake, Kazuki,Goto, Akihiro,Fujioka, Hiromichi
, p. 5648 - 5651 (2011/09/15)
A new direct conversion of O,O-acetals to esters via O,P-acetal intermediates was developed. The regioselective cleavage of unsymmetrical cyclic acetals occurred to give the more crowded esters as single isomers.
Samarium diiodide as an efficient catalyst for the conversion of N-acyloxazolidinones into esters
Magnier-Bouvier, Caroline,Reboule, Iréna,Gil, Richard,Collin, Jacqueline
scheme or table, p. 1211 - 1215 (2009/04/06)
The transformation of N-acyloxazolidinones into esters is readily performed using catalytic amounts of samarium diiodide in tetrahydrofuran at room temperature. This method allows the isolation of various esters without racemization in the case of scalemi
