140-25-0Relevant academic research and scientific papers
Tunable aryl imidazolium ionic liquids (TAIILs) as environmentally benign catalysts for the esterification of fatty acids to biodiesel fuel
Ho, Wen-Yueh,Lin, Wesley,Lin, Yi-Jyun,Luo, Shun-Yuan,Pantawane, Amit,Su, Po-Fang,Thul, Mayur,Tseng, Shao-An,Wu, Hsin-Ru
, (2020/12/02)
Herein, we describe the synthesis of tunable aryl imidazolium ionic liquid catalysts and tested for esterification of fatty acids to biodiesel. In this work, six tunable aryl imidazolium ionic liquids (TAIILs) 1a-1f were prepared. These ionic liquids were used as the economical and reusable catalysts for the synthesis of biodiesel fuels. The reaction has been preceded in a monophase at 80 °C for 4 h, after which the product was separated from the catalyst system by a simple liquid/liquid phase separation at room temperature with excellent yields. With the simple post-process, the catalyst is reusable at least 6 times. This novel method offers a short reaction time, good yields, and environmentally benign characteristics.
Visible-light induced metal-free cascade Wittig/hydroalkylation reactions
Miao, Pannan,Li, Ruining,Lin, Xianfeng,Rao, Liangming,Sun, Zhankui
, p. 1638 - 1641 (2021/03/09)
Cascade reactions are green and powerful transformations for building multiple carbon-carbon bonds in one step. Through a relay olefination and radical addition process, we were able to develop the cascade Wittig/hydroalkylation reactions induced by visible light. This metal-free radical approach features mild conditions, robustness, and excellent functionality compatibility. It allows access to saturated C3 homologation products directly from aldehydes or ketones. The synthetic utility of this method is demonstrated by a two-step synthesis ofindolizidine 209D.
IN VIVO IMMOBILIZATION OF PROTEINS
-
Paragraph 0110, (2020/11/03)
Provide is a novel system for immobilizing recombinantly produced proteins by entrapping them in crystals of co-expressed proteins that are capable of self-crystallization. Related compositions and as well as methods of making and using the immobilized proteins are also described.
NiH-Catalyzed Reductive Relay Hydroalkylation: A Strategy for the Remote C(sp3)?H Alkylation of Alkenes
Zhou, Fang,Zhu, Jin,Zhang, Yao,Zhu, Shaolin
supporting information, p. 4058 - 4062 (2018/03/21)
The terminal-selective, remote C(sp3)?H alkylation of alkenes was achieved by a relay process combining NiH-catalyzed hydrometalation, chain walking, and alkylation. This method enables the construction of unfunctionalized C(sp3)?C(sp3) bonds under mild conditions from two simple feedstock chemicals, namely olefins and alkyl halides. The practical value of this transformation is further demonstrated by the large-scale and regioconvergent alkylation of isomeric mixtures of olefins at low catalyst loadings.
A novel poly(p-styrenesulfonic acid) grafted carbon nanotube/graphene oxide architecture with enhanced catalytic performance for the synthesis of benzoate esters and fatty acid alkyl esters
Bian, Gang,Jiang, Pingping,Zhang, Weijie,Jiang, Kelei,Hu, Ling,Jian, Zhang,Shen, Yirui,Zhang, Pingbo
, p. 90757 - 90765 (2015/11/16)
Considering the issue of low yield in the synthesis of benzoate esters and fatty acid alkyl esters, designing a high catalytic activity composite catalyst is very significant and attractive. In this study, the rational design strategy was used to develop a novel poly(p-styrenesulfonate acid, namely PSSF) grafted multi-walled carbon nanotube composite with graphene oxide nanomaterial (PSSF-mCNTs-GO) using a simple two-step method. FT-IR and Raman spectroscopy, XRD, SEM, TEM, and NH3-TPD were used to characterize the inorganic-organic hybrid material. In particular, the addition of GO remarkably enhanced its catalytic performance in the production of fatty acid alkyl esters (92.16%) and benzoate esters (90.27%), in which the conversion was more than doubled as a result of its strong π-π interaction with the substrate. In addition, PSSF-mCNTs-GO can be separated from the substrate conveniently and still maintained a relatively high catalytic activity even after 6 times recycling, which indicates its rather good reusability. This novel catalyst is promising in the synthesis of biodiesel and benzoate esters.
Immobilization of lipase on biocompatible co-polymer of polyvinyl alcohol and chitosan for synthesis of laurate compounds in supercritical carbon dioxide using response surface methodology
Badgujar, Kirtikumar C.,Bhanage, Bhalchandra M.
, p. 1224 - 1236 (2015/07/08)
Biocompatible co-polymer matrix has great importance for enzyme immobilization and subsequent biocatalytic applications to synthesize important organic moieties. Citronellyl laurate is a fatty-acid-ester having pleasant fruity aroma and widely used as/in emulsifier, lubricant in textile, paint or ink-additives, surfactants, perfumery and food-flavouring ingredient. In present study, Burkholderia cepacia lipase (BCL) was immobilized on biodegradable co-polymer of chitosan (CHI) and polyvinyl alcohol (PVA). The synthesized bio-catalyst {PVA:CHI:BCL (6:4:2.5)} was characterized by SEM, TGA, lipase assay and protein-content analysis. This biocatalyst was applied to synthesize citronellyl laurate in supercritical carbon-dioxide (SC-CO2) using response surface methodology with five-factor-three-level Box-Behnken-design to optimize reaction parameters (citronellol: 8.5 mmol; vinyl laurate: 19.87 mmol; biocatalyst: 175.6 mg; temperature: 46.02 °C; pressure: 8.81 MPa) which provided 94 ± 1.52% yield. The protocol is extended to synthesize various important 12 laurate compounds with excellent yield (90-98%) and noteworthy recyclability (upto studied 5 recycles). Interestingly, immobilized PVA/CHI/lipase biocatalyst showed 4-fold higher bio-catalytic activity than free lipase in SC-CO2. Moreover, the biocatalyst activity assessment study showed remarkable activity-stability of immobilized biocatalyst in SC-CO2 media as compared to free enzyme. Thus, present protocol demonstrated potential biocatalytic applications for synthesis of important laurate compounds with excellent recyclability in SC-CO2 as greener biocatalyst and reaction medium.
N-Heterocyclic Carbene-Mediated Oxidative Electrosynthesis of Esters in a Microflow Cell
Green, Robert A.,Pletcher, Derek,Leach, Stuart G.,Brown, Richard C. D.
supporting information, p. 3290 - 3293 (2015/07/15)
An efficient N-heterocyclic carbene (NHC)-mediated oxidative esterification of aldehydes has been achieved in an undivided microfluidic electrolysis cell at ambient temperature. Productivities of up to 4.3 g h-1 in a single pass are demonstrated, with excellent yields and conversions for 19 examples presented. Notably, the oxidative acylation reactions were shown to proceed with a 1:1 stoichiometry of aldehyde and alcohol (for primary alcohols), with remarkably short residence times in the electrolysis cell (13 s), and without added electrolyte. (Chemical Equation Presented).
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.
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
Intrapilosins I-VII, pentasaccharides from the seeds of Ipomoea intrapilosa
Bah, Moustapha,Cherigo, Lilia,Cardoso Taketa, Alexandre T.,Fragoso-Serrano, Mabel,Hammond, Gerald B.,Pereda-Miranda, Rogelio
, p. 1153 - 1157 (2008/02/13)
Purification of a CHCl3-soluble extract from seeds of the Mexican medicinal arborescent morning glory, Ipomoea intrapilosa, by means of preparative-scale recycling HPLC, yielded seven new resin glycosides, intrapilosins I-VII (1-7). Their structures were established through the interpretation of their NMR spectroscopic and FABMS data. All pentasaccharides were found to be macrolactones of the known operculinic acid A with different fatty acids esterifying the same positions: C-2 on the second rhamnose unit and C-3 and C-4 on the third rhamnose moiety. The lactonization site of the aglycon could be placed at C-2 of the second saccharide. The fatty acid components of 1-7 were identified as (+)-(2S)-methylbutanoic, octanoic (caprylic), dodecanoic (lauric), and trans-cinnamic. The less common (-)-(2R)-methylbutanoic acid was also isolated as one of the saponification-liberated residues from intrapilosin IV (4). The presence of the (2R)- and (2S)-methylbutanoyl enantiomers bonded to the same oligosaccharide core in intrapilosins IV (4) and V (5) represents an example of diastereoisomerism due to a chiral esterifying moiety in the resin glycoside mixtures of a morning glory species.
