CAS: 1577-18-0; Trans-3-Hexenoic Acid

该化合物是一种不饱和的箱状碳酸,其分子式为C6H10O2,其特点是三点的跨配置双联体,该化合物在有机合成中广泛使用,特别是因其绿色,叶状的气味特征而生产调味和香味化合物,其α,不饱和结构使它成为同质添加反应和其他功能组变的宝贵中间体. (E)-3-甲基乙酸的高度纯度和稳定性确保了工业应用,包括农用化学品和特殊化学剂的一致性能.其定义明确的立体化学进一步增强了其在立体选择性合成中的实用性.

结构式图片

相似化合物

1775-43-5 928-96-1 928-97-2

欧盟法规

REACH注册ECHA物质C&L通报REACH预注册

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合成工艺路线路线简述

    反式-3-己烯-1-醇置于sodium Periodate,Sodium Dichromate,硫酸体系中,用 乙腈 用作溶剂,化学反应 20.0H,以79%的收率获得反式-3-己烯酸
    参考文献:De Vondervoort,Lizette Schmieder-Van; Bouttemy,Sabine; Padrón,José M.,Synlett,2002,# 2,P. 243-246
    标题:De Vondervoort,Lizette Schmieder-Van; Bouttemy,Sabine; Padrón,José M.,Synlett,2002,# 2,P. 243-246

    海关参考信息

    专利信息


    专利号:WO-2006067109-A1
    优先权日:2004-12-22
    标 题 :Process for the mechanochemical synthesis of metal carboxylate
    发明人:ROBIN JEAN-JACQUES; TIFFES DOMINIQUE; HANNECART ETIENNE
    权利人:SOLVAY; ROBIN JEAN-JACQUES; TIFFES DOMINIQUE; HANNECART ETIENNE
    摘要:Process for the mechanochemical synthesis of metal carboxylate Process for the mechanochemical synthesis of metal carboxylate, according to which, in a first stage, a mixture (M) comprising at least one acidic substance (A) selected from carboxylic acids and carboxylic acid anhydrides, at least one basic inorganic metal compound (B), water (C) and at least one third solid body (D) which is chemically inert with regard to the components (A), (B) and (C) and the metal carboxylate is formed and, in a second stage, the abovesaid mixture (M) is subjected to a mechanical stress sufficient to bring about a mechanochemical reaction between the acidic substance (A) and the basic inorganic metal compound (B).

    专利号:US-6891059-B2
    优先权日:2000-01-27
    标题:Asymmetric synthesis of pregabalin
    发明人:BURK MARK JOSEPH; GOEL OM PRAKASH; HOEKSTRA MARVIN SIMON; MICH THOMAS FREDERICK; MULHERN THOMAS; RAMSDEN JAMES A
    权利人:WARNER LAMBERT CO
    摘要:This invention provides a method of making (S)-(+)-3-(aminomethyl)-5-methylhexanoic acid (pregabalin) or a salt thereof via an asymmetric hydrogenation synthesis. Pregabalin is useful for the treatment and prevention of seizure disorders, pain, and psychotic disorders. The invention also provides intermediates useful in the production of pregabalin.

    专利号:US-4399240-A
    优先权日:1981-12-30
    标 题:Removal of acrylonitrile from latex with saturated heterocyclic amines
    发明人:SENYEK MICHAEL L
    权利人:GOODYEAR TIRE & RUBBER
    摘要:Acrylonitrile is a monomer that is widely used in the synthesis of a vast variety of polymers. Undesirable quantities of unpolymerized residual acrylonitrile are often present in these acrylonitrile polymers. This residual or free acrylonitrile dissolved in an acrylonitrile polymer and/or its emulsifier system and the water phase used in its polymerization can be reduced significantly in concentration by treatment with saturated 6 to 7 membered ring heterocyclic amines. These amines react with acrylonitrile by a nitrogen-cyanoethylation reaction which results in the formation of a tertiary amino linkage.

    专利号:US-4365027-A
    优先权日:1981-12-28
    标 题 :Removal of acrylonitrile from latex with oximes
    发明人:SENYEK MICHAEL L; COSTANZA ALBERT J
    权利人:GOODYEAR TIRE & RUBBER
    摘要:Acrylonitrile is a monomer that is widely used in the synthesis of a vast variety of polymers. Undesirable quantities of unpolymerized residual acrylonitrile are often present in these acrylonitrile polymers. This residual or free acrylonitrile dissolved in an acrylonitrile polymer and/or its emulsifier system and the water phase used in its polymerization can be reduced significantly in concentration by treatment with oximes. Oximes react with acrylonitrile by an oxygen-cyanoethylation reaction which results in the formation of a cyanoethyl oximino ether linkage.

    专利号:US-7501536-B2
    优先权日:2005-01-19
    标题 :Odorant compounds, synthesis method, and uses of said compounds
    发明人:JAUNKY PIOTR; MANE JEAN; SCHROEDER MARTIN
    权利人:MANE FILS V
    摘要:A compound of general formula (I) with or without the double bond illustrated by the dotted line. In formula (I), X is a CHO, CH2OH, CH2OC(O)R or CH(OR)2 group, and R represents a linear or branched C1-C5 alkyl or alkenyl chain. The synthesis method for the compound, and especially the 6,8-dimethyl-non-7-enal (1) prepared by the hydroformylation of the 5,7-dimethyl-octa-1,6-diene is also disclosed, as well as compositions containing the compounds of formula (I). Due to the odorant properties thereof, the compounds are highly useful in perfumery, especially for cosmetic products and household products.

    专利号:WO-2008009841-A1
    优先权日:2006-07-18
    标 题 :New odoriferous compounds, synthesis process and uses thereof
    发明人:MANE JEAN; CHANOT JEAN-JACQUES; JAUNKY PIOTR; MARIN CHRISTOPHE
    权利人:MANE FILS V; MANE JEAN; CHANOT JEAN-JACQUES; JAUNKY PIOTR; MARIN CHRISTOPHE
    摘要:Compound of the general formula (I), wherein X is a group CHO, CH2OH, CH2OR, CH2OC(O)R or CH(OR1) (OR2) and each of R, R1, R2 represents an alkyl or alkylene chain having 1, 2, 3, 4, 5, or 6 carbon atoms, wherein said chain is linear or branched; or R1 and R2 together can form a cycle, preferably a cycle having 5 or 6 atoms and the bond illustrated by the dotted line is present or absent; synthesis process and use as odoriferous agent or masking agent for masking an odor.
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    反-3-己烯酸
    Trans-3-hexenoic acid
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    主要参考文献

    [参考文献]: Pingxi Xu, Et Al. Mosquito Odorant Receptor For Deet And Methyl Jasmonate. Proc Natl Acad Sci U S A. 2014 Nov 18;111(46):16592-7.

    合成参考文献


    摘要:Aitken, R. A.; Aitken, K. M., Science of Synthesis, (2010) 47, 1034.
    摘要:Joó, F., Science of Synthesis: Water in Organic Synthesis, (2012) 1, 109.
    摘要:Journal of Pharmacy and Pharmacology., 21(85), 1969 []
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