CAS: 141-22-0; (R,Z)-12-Hydroxyoctadec-9-Enoic Acid

该化合物是一种主要来自磷酸的单饱和脂肪酸,其特征是碳位第12处的盐酸组,这种独特的结构具有独特的化学特性,包括极地溶剂中的高活性和溶性,它是合成精化化学品,如硫酸,酯和表面活性剂的多种媒介; 清新酸表现出极好的润滑性,在可生物降解润滑油和涂层等工业应用中具有价值; 其氢氧基功能还能够用于聚合物的修改和个人护理配方,在这种配方中,它起到感性或粘性变异作用. 化合物的可再生来源与可持续化学举措相一致.

结构式图片

相似化合物

141-22-0 106-14-9 638-26-6

欧盟法规

ECHA物质ECHA物质C&L通报REACH预注册

上下游产品

heptanal 10-undecenoic acid methyl acetyl ricinoleate [R-(Z)]-12-(acetyloxy)-9-°Ctadecenoic acid methyl ester(11Z)-°Ctadecen-9-ynoic acid trans-ximenynic acid methyl ricinoleate 12-hydroxy-9-°Ctadecenoic acid ethyl ester

合成工艺路线路线简述

    O-乙酰基蓖麻酸甲酯置于lithium Hydroxide,水体系中,用 四氢呋喃 用作溶剂,化学反应 6.0H,以83%的收率获得蓖麻油酸
    参考文献:Boc2O Mediated Macrolactonisation: Syntheses Of R-(+)-Ricinoleic Acid Lactone And (+/-)-12-Oh-Stearic Acid Lactone
    标题:Boc2O Mediated Macrolactonisation: Syntheses Of R-(+)-Ricinoleic Acid Lactone And (+/-)-12-Oh-Stearic Acid Lactone
    摘要:An Efficient Chemoenzymatic Synthesis Of R-(+)-Ricinoleic Acid Lactone And (+/-)-12-Oh-Stearic Acid Lactone Using Boc(2)O Mediated Macrolactonisation Is Reported.
    Doi:10.1080/00397919908086253

    海关参考信息

    专利信息


    专利号:US-8642792-B2
    优先权日:2007-02-15
    标题 :Method for the synthesis of omega-amino-alkanoic acids
    发明人:DUBOIS JEAN-LUC
    权利人:DUBOIS JEAN-LUC; ARKEMA FRANCE
    摘要:The invention relates to a method for the synthesis of amino acids/esters of general formula NH 2 —(CH 2 ) n —COOR in which n is an integer between 5 and 14, and R is either H or an alkyl radical including from 1 to 4 carbon atoms, from natural long-chain mono-unsaturated fatty acids or esters including at least 10 adjacent carbon atoms per molecule, said method comprising: first converting, if necessary, said natural long-chain fatty acid or ester into a monounsaturated fatty acid/ester of general formula R 1 —(CH 2 ) m —CHâ•?CH—(CH 2 ) p —COOR in which R 1 is H, CH 3 or a COOR radical, m is an integer between 0 and 14 and p is an integer between 2 and 11, then submitting the latter to a crossed catalytic metathesis reaction with a compound of formula R 2 —CHâ•?CH—R 3 in which R 2 is either H or CN and R 3 is CN or CH 2 NH 2 , provided that if R 2 is CN, R 3 can be only CN, and finally converting the resulting product of the general formula R 3 —CHâ•?CH—(CH 2 ) p —COOR into an amino-acid, either by hydrogenation, or by hydrogenation of the trple terminal bond, or by amination of the double terminal bond.

    专利号:US-9567293-B2
    优先权日:2013-02-08
    标题 :Combined synthesis of a nitrile-ester/acid and of a diester/diacid
    发明人:DUBOIS JEAN-LUC; COUTURIER JEAN-LUC; BRANDHORST MARKUS
    权利人:ARKEMA FRANCE
    摘要:A method for the combined synthesis of a mono-unsaturated nitrile-ester(acid) and of a bi-functional carbonyl compound, wherein it includes a step including the cross metathesis mc1 of an unsaturated fatty acid/ester compound with an unsaturated nitrile compound, in which mc1 is performed with partial conversion such as to obtain and recover, separately, at least the following products: a mono-unsaturated nitrile-ester/acid and a symmetrical compound, diester or diacid respectively including a double bond located in the middle of the molecular chain of compound, and subsequently a step including the oxidation cleavage cp2 of the double bond of compound, such as to form a single type of carbonyl compound having formula R2-(CH2)n-COR′, in which R′ is H or OH, depending on the operating conditions selected for the oxidation cleavage cp2. Also, the production of monomers for the polymer industry.

    专利号:US-2023111600-A1
    优先权日:2019-12-17
    标题 :Polymeric fatty acid compounds for the treatment of fibrous amino acid-based substrates, especially hair
    发明人:WAGNER ROLAND; STREICHER KATHARINA; ROHMANN LAURA; WENSKE CHRISTIAN; HAVELI SHRUTISAGAR DATTATRAYA
    权利人:MOMENTIVE PERFORMANCE MAT GMBH
    摘要:The present invention is directed at mono-, di- or polyquaternary ammonium compounds of the formula (I) wherein x is 1 to 50, and F can be the same or different and is represented by the general formula (II) wherein at least one of the optionally substituted and optionally functional-group-containing hydrocarbon radicals R 1 , R 2 , R 3 , R 4 or R 5 contains at least one estolide moiety comprising two or more ester or amide moieties. The invention also relates to a process for the synthesis of such compounds, the use of the compounds in cosmetic formulations for skin and hair care, cosmetic compositions for the treatment of fibers, and compositions containing one or more of the compounds for the treatment of hair.

    专利号:US-5147791-A
    优先权日:1989-04-06
    标 题:Enzyme catalyzed synthesis of polyesters
    发明人:MORROW CARY J; WALLACE JOE S
    权利人:UNIV NEW MEXICO
    摘要:A method for synthesizing a polyester comprises reacting a diester and a dialcohol at approximately ambient temperature in the presence of an enzyme catalyst, preferably a lipase comprising porcine pancreatic lipase. The method is particularly adapted for enantioselective polymerization resulting in an optically active polyester. The polyesters preferably exhibit a weight average molecular weight, Mw, as measured by gel permeation chromatography of at least about 3000.

    专利号:US-8816106-B2
    优先权日:2006-08-29
    标 题:Synthesis of fatty acids
    发明人:DAMCEVSKI KATHERINE; GLOVER KAREN; GREEN ALLAN; HARITOS VICTORIA S; HORNE IRENE; SINGH SURINDER PAL; WOOD CRAIG C; ZHOU XUE-RONG
    权利人:DAMCEVSKI KATHERINE; GLOVER KAREN; GREEN ALLAN; HARITOS VICTORIA S; HORNE IRENE; SINGH SURINDER PAL; WOOD CRAIG C; ZHOU XUE-RONG; COMMW SCIENT IND RES ORG; GRAINS RES & DEV CORP
    摘要:The present invention relates to enzymes which possess desaturase, conjugase, epoxidase and/or hydroxylase activity that can be used in methods of synthesizing fatty acids.

    专利号:CN-104876821-A
    优先权日:2007-06-13
    标题:Process for the synthesis of diacids or diesters starting from natural fatty acids and/or esters
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    主要参考文献


    1: El Nagy HA, Abd El-Aziz Mohamed M. Formulation of a stable diesel microemulsion using eco-friendly ionic liquids and investigation of particle size and fuel properties as an alternative fuel. Sci Rep. 2024 Aug 27;14(1):19819. doi: 10.1038/s41598-024-69856-9.
    2: Senthilkumar K, Vijayalakshmi A, Jagadeesan M, Somasundaram A, Pitchiah S, Gowri SS, Ali Alharbi S, Javed Ansari M, Ramasamy P. Preparation of self- preserving personal care cosmetic products using multifunctional ingredients and other cosmetic ingredients. Sci Rep. 2024 Aug 21;14(1):19401. doi: 10.1038/s41598-024-57782-9.
    3: Syed N, Singh S, Chaturvedi S, Kumar P, Kumar D, Jain A, Sharma PK, Nannaware AD, Chanotiya CS, Bhambure R, Kumar P, Kalra A, Rout PK. A sustainable bioprocess technology for producing food-flavour (+)-γ-decalactone from castor oil-derived ricinoleic acid using enzymatic activity of Candida parapsilosis: Scale-up optimization and purification using novel composite. J Biotechnol. 2024 Sep 20;393:17-30. doi: 10.1016/j.jbiotec.2024.07.011. Epub 2024 Jul 16. 88(9):1027-1033. doi: 10.1093/bbb/zbae078.

    合成参考文献


    摘要:Jana, A.; Małecki, P.; Grela, K., Science of Synthesis: N-Heterocyclic Carbenes in Catalytic Organic Synthesis, (2016) 2, 69.
    参考文献:10.1007/s10482-005-9049-3
    摘要:Waché Y, Husson F, Feron G, Belin JM. Yeast as an efficient biocatalyst for the production of lipid-derived flavours and fragrances. Antonie Van Leeuwenhoek. 2006 Apr;89(3-4):405–16. doi: 10.1007/s10482-005-9049-3.
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