CAS: 141-10-6; 6,10-Dimethylundeca-3,5,9-Trien-2-One

该化合物是一种有机化合物,被归类为氯酮,其特征是花粉和果味芳香,在香味和口味行业中很有价值. 蛋白对浅黄色的液无色,在水中略易溶,但在有机溶剂中更易溶. 其分子结构具有环己体环,有助于其独特的气味特征. 该化合物在正常条件下具有稳定性,尽管它可以发生典型的氯酮反应,例如氧化和减少. 酮经常被用作食品中的调味剂和香水与化妆品中的香味成分. 此外,它还被用于合成其他有机化合物. 安全数据表明,尽管它接触时可能造成轻微的刺激,但一般认为在适当使用受管制的数量时是安全的.

结构式图片

相似化合物

5392-40-5 689-67-8 1117-52-8

欧盟法规

REACH注册ECHA物质ECHA物质化妆品禁用物质清单C&L通报REACH预注册

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合成工艺路线路线简述

    3,7-二甲基-6-辛烯-1-炔基-3-醇置于caesium Hydroxide体系中,化学反应 10.0H,反应生成假紫罗兰酮
    参考文献:一种由炔丙醇合成α,γ-不饱和二烯酮的方法及用于该方法的催化剂
    标题:一种由炔丙醇合成α,γ-不饱和二烯酮的方法及用于该方法的催化剂
    摘要:本发明公开了一种由炔丙醇合成α,γ‑不饱和二烯酮的方法及用于该方法的催化剂体系.该方法包括:(1)炔丙醇和烷氧基丙烯在酸性树脂催化剂作用下,发生saucy‑marbet反应,得到联烯酮中间体;(2)联烯酮在固体碱催化剂作用下,发生异构反应,得到α,γ‑不饱和二烯酮产物.本发明主要优点在于两步反应均采用固体催化剂,催化剂活性高,且易于和产品分离,对比现有的均相酸催化工艺,分离工艺大大简化.其次,本发明所采用的酸性树脂和固体碱催化剂均可以实现连续套用,成本低廉,经济可行,优于目前已知工艺.

    海关参考信息

    专利信息


    专利号:US-4125735-A
    优先权日:1975-03-20
    标 题 :Synthesis of esters of acetylenic alcohols
    发明人:CLOSE RALPH E; OROSHNIK WILLIAM
    权利人:SCM CORP
    摘要:A process for the synthesis of perfume products, Vitamin E and intermediates described herein involving a coupling reaction. For instance, a process for the synthesis of dehydrophytol and Vitamin E comprising forming a C15 acetylene from hexahydropseudoionone and then coupling said acetylene with 1-acetoxy-4-chloro-3-methylbut-2-ene to form a C20 acetoxy-enyne. The latter is readily subjected to partial hydrogenation and saponification in that order to form a dehydrophytol, a useful intermediate for the synthesis of Vitamin E and other products.

    专利号:US-4598160-A
    优先权日:1983-07-15
    标题 :Intermediate phenolic compounds for the catalytic synthesis of chromans
    发明人:TRUESDALE LARRY K
    权利人:HOFFMANN LA ROCHE
    摘要:A catalytic synthesis of chromans in racemic or optically active forms, including intermediates thereto; the synthesis employs an asymmetric palladium (II) catalyzed oxidative cyclization of a 2-homoallylphenol and provides intermediates useful in making chromans, especially vitamin E in racemic or optically active forms.

    专利号:US-4039591-A
    优先权日:1975-03-20
    标 题:Synthesis of dehydrophytol and Vitamin E
    发明人:CLOSE RALPH E; OROSHNIK WILLIAM
    权利人:SCM CORP
    摘要:A process for the synthesis of dehydrophytol and Vitamin E comprising forming a C15 acetylene from hexahydropseudoionone and then coupling said acetylene with 1-acetoxy-4-chloro-3-methylbut-2-ene to form a C20 acetoxy-enyne. The latter is readily subjected to partial hydrogenation and saponification in that order to form a dehydrophytol, a useful intermediate for the synthesis of Vitamin E and other products.

    专利号:US-4115466-A
    优先权日:1975-10-16
    标题:Synthesis of acetylenic compounds useful in preparing dehydrophytols and Vitamin E
    发明人:CLOSE RALPH E; OROSHNIK WILLIAM
    权利人:SCM CORP
    摘要:A process for the synthesis of an acetylenic hydrocarbon from an acetylenic carbinol which involves first replacing the hydroxyl group of the carbinol with a halogen to form a propargylic halide, dehalogenating the propargylic halide to form an allene, and isomerizing said allene to the desired acetylene. The present invention is particularly useful in the synthesis of Vitamin E.

    专利号:US-2024240209-A1
    优先权日:2021-04-20
    标 题:Synthesis of enantiopure cis-a-irone from a renewable carbon source
    发明人:CHEN XIXIAN; ZHANG CONGQIANG; T REHKA; SHUKAL SUDHA; SMITH DEREK; ANDRÉ ISABELLE; JEREMY ESQUE
    权利人:AGENCY SCIENCE TECH & RES; INSTITUT NATIONAL DE RECH POUR L AGRICULTURE LALIMENTATION ET LENVIRONMENT; CENTRE NAT RECH SCIENT; INSTITUT NAT DES SCIENCES APPLIQUEES DE TOULOUSE
    摘要:Synthesis of enantiopure cis-α-irone from a renewable carbon source Disclosed herein are natural and synthetic enzymes capable of performing a method of producing cis-α-irone. The method comprises providing an enzyme capable of converting psi-ionone to cis-α-irone; and contacting the enzyme and psi-ionone under suitable conditions to produce cis-α-irone. The enzyme may be a methyltransferase from Streptomyces albireticuli (SaMT), a promiscuous bifunctional methyltransferase/cyclase (pMT1) enzyme from Streptomyces, or a modified pMT1 enzyme with at least one substitution. The enzymes allow the in-vivo and in-vitro production of cis-α-irone including the use of glucose as feedstock for the biotransformation into cis-α-irone.

    专利号:US-11124809-B2
    优先权日:2017-12-21
    标题 :Production of alpha-(R)-(E)-(+)-ionone in recombinant Saccharomyces cerevisiae
    发明人:AGOSIN TRUMPER EDUARDO ESTEBAN; SAITUA PEREZ FRANCISCO JAVIER; LOPEZ SALINAS JAVIERA CECILIA; DOMARADZKI MACIEJ E; IBACETA ACEVEDO MAXIMILIANO; ARENAS FRIGOLETT NATALIA
    权利人:CENTROME INC
    摘要:This invention provides improved biological synthesis of the apocarotenoid α-ionone in Saccharomyces cerevisiae. The final native step involved in the natural apocarotenoid pathway depends on an endogenous farnesyl pyrophosphate synthase (FPPs). From there, heterologous geranylgeranyl pyrophosphate synthase (crtE), phytoene synthase (crtB), phytoene desaturase (crtI), lycopene ε-cyclase (LycE) and a Carotenoid Cleavage Dioxygenase (CCD1) are required to complete the synthesis of α-ionone. Lycopene ε-cyclase from lettuce (Lactuca sativa) or modified cyclase from Arabidopsis thaliana was used to overproduce lycopene which was then cleaved by the carotenoid cleavage dioxygenase from Petunia hybrida (Ph-CCD1).
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    合成参考文献


    摘要:Bonrath, W.; Medlock, J. A.; Müller, M.-A., Science of Synthesis: Catalytic Reduction in Organic Synthesis, (2017) 1, 223.
    参考文献:10.1186/s12870-017-0988-4
    摘要:Li W, Liu C, He M, Li J, Cai Y, Ma Y, Xu J. Largely different contents of terpenoids in beef red-flesh tangerine and its wild type. BMC Plant Biology. 2017 Feb 03;17(1):36. doi: 10.1186/s12870-017-0988-4.
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