(2E,5E)-5,6,7-trimethylocta-2,5-dien-4-one | 847144-75-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2E,5E)-5,6,7-trimethylocta-2,5-dien-4-one
• 英文别名: 2,5-Octadien-4-one, 5,6,7-trimethyl-, (2E,5E)-
• CAS: 847144-75-6
• 化学式: C₁₁H₁₈O
• 分子量: 166.263
• InChiKey: QWRGOHMKGNCVAC-AVQMFFATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-甲基-2-丁酮 在 三氟化硼乙醚 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 反应 2.17h， 生成 (2E,5E)-5,6,7-trimethylocta-2,5-dien-4-one
  参考文献：
  名称：

  5,6,7-Trimethylocta-2,5-dien-4-one − A Suspected Odorant with Surprising Olfactory Properties

  摘要：

  5,6,7-Trimethylocta-2,5-dien-4-one (3) was suspected of being a trace component smelling of damascone in a crude complex reaction product. Although this trace component eventually turned out to be the constitutional isomer 2-methyl-3-isopropylhepta-2,5-dien-4-one (4), the title compound 3 was found to possess even superior fruity, rosy odor characteristics, reminiscent of apples, plums, raisins and other dried fruits, and these odor characteristics are, surprisingly, due mainly to its (5Z)-isomer. The synthesis of 3 commenced with the preparation of 1-ethoxyprop-1-yne (11) from 2-chloro-1,1-diethoxyethane (9). Borontrifluoride-catalyzed addition of methyl isopropyl ketone (10) to 11 provided ethyl 2,3,4-trimethylpent-2-enoate (8), which was transformed into the target molecule 3 by Grignard reaction with propen-1-ylmagnesium bromide and in situ enolization. Further derivatives 13-16 provide more insight into the structure-odor correlation of damascone-type odorants, and the use of 3 in perfumery is illustrated by a composition formula of a demonstration perfume.

  DOI：

  10.1002/1099-0690(200106)2001:12<2363::aid-ejoc2363>3.0.co;2-e

文献信息

• [EN] ORGANIC COMPOUNDS<br/>[FR] COMPOSÉS ORGANIQUES
  申请人：GIVAUDAN SA

  公开号：WO2014207205A1

  公开（公告）日：2014-12-31

  Meta-Substituted 3-phenylpropanal derivatives useful in providing watery-marine, floral- aldehydic notes.

  甲基取代的3-苯丙醛衍生物可用于提供水性海洋、花香醛调。
• PERFUME SYSTEMS
  申请人：Smets Johan

  公开号：US20080305977A1

  公开（公告）日：2008-12-11

  The present application relates to perfume systems and consumer products comprising new perfumes and/or such perfume systems, as well as processes for making and using such perfume systems and consumer products.

  本申请涉及香水系统和包括新香水和/或此类香水系统的消费产品，以及制造和使用此类香水系统和消费产品的过程。
• IMPROVEMENTS IN OR RELATING TO ORGANIC COMPOUNDS
  申请人：GIVAUDAN SA

  公开号：US20170297992A1

  公开（公告）日：2017-10-19

  A fragrance precursor of 3-(4-isobutyl-2-methyl phenyl)propanal, comprising at least an enamine and/or an aminal as reaction product of 3-(4-isobutyl-2-methylphenyl)propanal (compound according to formula (I)) and a primary and/or secondary amine useful as a perfume ingredient.

  一种3-(4-异丁基-2-甲基苯基)丙醛的香气前体，包括至少一种烯胺和/或氨缩醛，作为3-(4-异丁基-2-甲基苯基)丙醛（化合物式（I）所示的化合物）和初级和/或二级胺的反应产物，可作为香料成分。
• [EN] 6-ISOPROPYL-2,4-DIMETHYLCYCLOHEXEN-1-OL COMPOUNDS AS FRAGRANCE INGREDIENTS<br/>[FR] COMPOSÉS DE 6-ISOPROPYL-2,4-DIMÉTHYLCYCLOHEXEN-1-OL UTILISÉS COMME INGRÉDIENTS DE PARFUM
  申请人：GIVAUDAN SA

  公开号：WO2018019935A1

  公开（公告）日：2018-02-01

  The present invention refers to 6-isopropyl-2,4-dimethylcyclohexen-1-ol derivatives, to a method of their production, and fragrance compositions and fragranced articles comprising them.

  本发明涉及6-异丙基-2,4-二甲基环己烯-1-醇衍生物，以及它们的制备方法、香精组合物和含有它们的香氛制品。
• [EN] 1-HYDROXY-OCTAHYDROAZULENES AS FRAGRANCES<br/>[FR] 1-HYDROXY-OCTAHYDROAZULÈNES EN TANT QUE PARFUMS
  申请人：GIVAUDAN SA

  公开号：WO2012001018A1

  公开（公告）日：2012-01-05

  (3S,5R)-3,8-dimethyl-5-(prop-1-en-2-yl)-octahydroazulen-1-ols, their use as flavour or fragrance ingredient, and a process of their production by oxidation in the presence of laccase.

  (3S,5R)-3,8-二甲基-5-(丙烯基)-八氢萘-1-醇及其作为香料或香精成分的用途，以及在漆酶存在下通过氧化反应制备它们的方法。