CAS: 35153-15-2; (Z)-Tetradec-9-En-1-Ol

该化合物是一种单饱和脂肪酒精,在第9位有一个14碳链和双环,该化合物因其作为有机合成中间体的作用而受到重视,特别是在生产聚苯乙烯,香料和特殊化学品方面.其界定的结构和纯度使它适合于需要精确分子配置的应用,例如昆虫吸引剂或生物活性化合物.Cis-alkeny酒精功能还允许进一步衍生,包括酯化或氧化,在质量和稳定性一致的情况下,9Z)-9-Tetradecen-1-ol是精密化学研究和工业用途的可靠选择.

结构式图片

欧盟法规

REACH注册ECHA物质C&L通报REACH预注册

上下游产品

(Z)-9-tetradecen-1-yl acetate (Z)-1-(2-Tetrahydropyranyloxy)-9-tetradecene pentanal (9-hydroxynonyl)(triphenyl)phosphonium bromide(Z)-9-tetradecenal 9-decen-1-yl acetate (Z)-9-tetradecen-1-yl acetate (Z)-1-(p-toluenesulfonyloxy)-9-tetradecene

合成工艺路线路线简述

    1-溴-8-(四氢吡喃氧基)辛烷置于sodium Tetrahydroborate,正丁基锂,乙醇,氢气,Nickel Diacetate,4-甲基苯磺酸吡啶,乙二胺体系中,用 四氢呋喃,甲醇 用作溶剂,化学反应 23.5H,反应生成顺-9-十四碳烯醇
    参考文献:열대거세미나방의 성페로몬인 (Z)-9-테트라데세닐 아세테이트의 제조방법
    标题:열대거세미나방의 성페로몬인 (Z)-9-테트라데세닐 아세테이트의 제조방법
    摘要:本发明涉及使用1,8-氧杂二醇或1,8-二溴辛烷作为起始材料,制备热带飞机姬蜂性信息素主要成分之一(z)-9-顺式-四十四碳烯酸乙酯的方法.根据本发明的方法,可以通过使用廉价的起始材料1,8-氧杂二醇或1,8-二溴辛烷,以低成本制备热带飞机姬蜂性信息素的主要成分(z)-9-顺式-四十四碳烯酸乙酯,从而降低信息素的供应成本,以较低价格供应给农户.此外,通过利用其诱引热带飞机姬蜂并将其捕获在诱捕器中,可以有效收集害虫(热带飞机姬蜂)的发生成.Isdefined,时机,密度等监测信息,从而在减少杀虫剂滥用的同时,实现对热带飞机姬蜂的防治.

    海关参考信息

    专利信息


    专利号:US-4922049-A
    优先权日:1989-01-13
    标 题:Synthesis of cis-olefins
    发明人:BYERS JIM D
    权利人:PHILLIPS PETROLEUM CO
    摘要:A process for the synthesis of cis-olefins from cis-olefinic alcohols consisting essentially of the following steps: n (a) reacting a cis-olefinic alcohol with a source of an alkali metal ion selected from the group consisting of lithium and sodium ions to form a first reaction product, n (b) then contacting said thus formed first reaction product with a sulfonyl halide compound to form a second reaction product, n (c) then containing said thus formed second reaction product with an alkyl magnesium compound and a cuprous salt to form a third reaction product comprising a cis-olefin wherein said steps are carried out in a suitable organic solvent.

    专利号:WO-2017171674-A1
    优先权日:2016-03-22
    标题 :Synthesis of attractant of pistachio twig borer (kermania pistaciella)
    发明人:ABDULKADIR SIRIT
    权利人:ABDULKADIR SIRIT
    摘要:The present invention relates to the stereoselective synthesis (2S,12Z)-2-acetoxy-12-heptadecene secreted by female pistachio twig borer and attract male individuals.

    专利号:WO-2025056767-A1
    优先权日:2023-09-15
    标题 :Process for the preparation of enantiomerically enriched aliphatic amines
    发明人:BOU HAMDAN FARHAN; GODINEAU EDOUARD; SMEJKAL TOMAS; DUMEUNIER RAPHAEL; BOUSSEMGHOUNE MOHAMED ABDELOUAHAB; BLUM MATHIAS
    权利人:SYNGENTA CROP PROTECTION AG
    摘要:The present invention relates to a process for the preparation of enantiomerically enriched cyclobutylamines of formula (I) from α-tertiary cyclobutanones and reacting said enantiomerically enriched cyclobutylamines to enantiomerically enriched cyclobutylamides. Such compounds are useful intermediates in the synthesis of microbiocidal thiazole compounds.

    专利号:US-10202620-B2
    优先权日:2014-05-16
    标 题:Synthesis of olefinic alcohols via enzymatic terminal hydroxylation
    发明人:COELHO PEDRO; CHEN MIKE M Y; MEINHOLD PETER; CHO CATHERINE MEE-HIE; BUI VU; HEEL THOMAS
    权利人:PROVIVI INC
    摘要:In certain aspects, the present invention provides methods for producing terminally hydroxylated alkenes and alkynes by contacting an unsaturated or saturated hydrocarbon substrate with a hydroxylase enzyme. Exemplary terminal hydroxylases useful for carrying out the methods of the invention exhibit strong selectivity towards one terminal carbon of a hydrocarbon substrate and include, but are not limited to, non-heme diiron alkane monooxygenases, cytochromes P450 (e.g., cytochromes P450 of the CYP52 and CYP153 family), as well as long chain alkane hydroxylases. In some embodiments, the terminally hydroxylated alkene or alkyne is further converted to a terminal alkenal. In certain embodiments, terminally hydroxylated alkenes and alkynes are useful as insect pheromones which modify insect behavior. In other embodiments, terminally hydroxylated alkenes and alkynes are useful intermediates for producing pheromones via acetylation or oxidation of the alcohol moiety.

    专利号:US-12344573-B2
    优先权日:2018-07-16
    标题:Synthesis of straight-chain lepidopteran pheromones through one- or two-carbon homologation of fatty alkenes
    发明人:WAMPLER KEITH M; LEE CHOON WOO; ROZZELL DAVID
    权利人:PROVIVI INC
    摘要:Methods for the preparation of alkenes including insect pheromones are described. The methods include homologation reactions employing reagents such as 1,3-diesters, epoxides, cyanoacetates, and cyanide salts for elongation of starting materials and intermediates by one or two carbon atoms. The alkenes include insect pheromones useful in a number of agricultural applications.

    专利号:WO-2021074309-A1
    优先权日:2019-10-16
    标 题:1-(3-quinolyl)-3,4-dihydroisoquinoline derivatives as fungicides for combating specific phytopathogens
    发明人:WEISS MATTHIAS; QUARANTA LAURA; BOU HAMDAN FARHAN; MAHAJAN ATUL; WILLIAMS SIMON; KILARU JAGADEESH; SEN INDIRA; BIERI STEPHANE; DIGGELMANN MARTIN
    权利人:SYNGENTA CROP PROTECTION AG
    摘要:1-(3-quinolyl)-3,4-dihydroisoquinoline derivatives of formula (I) as well as a method of combating, preventing or controlling the phytopathogens Mycosphaerella graminicola (Septoria tritici), Fusarium culmorum, Gibberella zeae (Fusarium graminearum) and Monographella nivalis (Microdochium nivale), which comprises applying to the phytopathogen, to the locus of the phytopathogen, or to a plant susceptible to attack by the phytopathogen, or to propagation material thereof, a fungicidally effective amount of a 1-(3-quinolyl)-3,4-dihydroisoquinoline derivative of formula (I). The present description discloses the synthesis of exemplary compounds, formulation examples, relevant biological data (antifungal activity against Mycosphaerella graminicola (Septoria tritici), Fusarium culmorum, Gibberella zeae (Fusarium graminearum) and Monographella nivalis (Microdochium nivale) when spayed on plants), as well as comparative data against three prior art compounds (e.g. pages 52 to 85; formulation examples; examples A1 to A3; table E; compounds E.01 to E.187; biological examples). Exemplary compounds are e.g.: 5-bromo-1-(8-fluoro-3-quinolyl)spiro[4H-isoquinoline-3,1'- cyclopropane] (example A1) 5-bromo-1-(8-fluoro-3-quinolyl)-3,3-dimethyl-4H-isoquinoline (example A2) 1-(8-fluoro-3-quinolyl)-3,3-dimethyl-4H-isoquinoline-5-carbonitrile (example A3)
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    合成参考文献


    参考文献:10.1038/ncomms4957
    摘要:Liénard MA, Wang H, Lassance J, Löfstedt C. Sex pheromone biosynthetic pathways are conserved between moths and the butterfly Bicyclus anynana. Nature Communications. 2014 May 27;5(1):3957. doi: 10.1038/ncomms4957.
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