CAS: 16725-53-4; (Z)-Tetradec-9-En-1-Yl Acetate

该化合物是一种有机化合物,被归类为脂肪酸酯,其特点是其长碳链结构,由14碳脊柱组成,在第九碳位置上双环结合.这种配置有助于其独特的物理和化学特性,包括其作为各种昆虫种中一种外激素的潜力.该化合物一般是无色的,可粉黄黄色液体,具有一种特异的气味,并且由于缺水性,有机溶剂溶于水中,而溶于水中溶解.Cis-9-Tetradeceny 乙酸乙酸乙酸乙酯经常用于香气工业和一种调味剂,以及用于与昆虫行为和交流有关的研究.其稳定性和反应力可能受到环境因素的影响,因此它成为有机化学和昆虫学研究的有趣主题.

结构式图片

欧盟法规

ECHA物质ECHA物质欧盟农药活性物质C&L通报REACH预注册

上下游产品

9-acetoxynonal pentyltriphenylphosphonium bromide (Z)-1-chlorotetradec-9-ene potassium acetate(Z)-9-tetradecen-1-ol cis-9,10-epoxytetradecyl acetate trans-9,10-epoxytetradecyl acetate (E)-tetradec-9-en-1-yl acetate

合成工艺路线路线简述

    1-溴-8-(四氢吡喃氧基)辛烷置于吡啶,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 38.5H,反应生成顺-9-十四碳烯乙酸酯
    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.

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    专利信息


    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-11155505-B2
    优先权日:2017-02-17
    标题 :Synthesis of pheromones and related materials via olefin metathesis
    发明人:WAMPLER KEITH M; BUI VU; ROZZELL DAVID; COELHO PEDRO; FLORUTI ARTHUR; ONDI LEVENTE; MEHDI HASAN; EROS GABOR
    权利人:PROVIVI INC
    摘要:Methods for preparation of olefins, including 8- and 11-unsaturated monoenes and polyenes, via transition metathesis-based synthetic routes are described. Metathesis reactions in the methods are catalyzed by transition metal catalysts including tungsten-, molybdenum-, and ruthenium-based catalysts. The olefins 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)

    专利号:WO-2021074311-A1
    优先权日:2019-10-16
    标题:1-(3-quinolyl)-1,2,3,4-tetrahydroisoquinoline derivatives as fungicides for combating specific phytopathogens
    发明人:WEISS MATTHIAS; QUARANTA LAURA; BOU HAMDAN FARHAN; MAHAJAN ATUL; WILLIAMS SIMON; KILARU JAGADEESH; BIERI STEPHANE; DIGGELMANN MARTIN
    权利人:SYNGENTA CROP PROTECTION AG
    摘要:1-(3-quinolyl)-1,2,3,4-tetrahydroisoquinoline 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)-1,2,3,4-tetrahydroisoquinoline derivatives of formula (I). The present description discloses the synthesis of exemplary compounds, formulation examples, relevant biological data (antifungal activity against Mycosphaerella graminicola, Monographella nivalis, Fusarium culmorum and/or Gibberella zeae when spayed on plants) (e.g. pages 47 to 55; examples A1 and A2; compounds E.01 to E.17; table E). An exemplary compounds is e.g.: 3-(5-bromo-3,3-dimethyl-2,4-dihydro-1 H-isoquinolin-1-yl)-8-fluoro- quinoline (example A1)

    专利号:US-2023095259-A1
    优先权日:2020-06-01
    标 题:Synthesis of pheromone derivatives via z-selective olefin metathesis
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    合成参考文献


    参考文献:10.1007/s10886-011-9995-3
    摘要:Andersson MN, Binyameen M, Sadek MM, Schlyter F. Attraction modulated by spacing of pheromone components and anti-attractants in a bark beetle and a moth. J Chem Ecol. 2011 Aug;37(8):899–911. doi: 10.1007/s10886-011-9995-3.
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