2,2,5-三甲基-4-己烯-1-醇 1-乙酸酯 | 94087-22-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2,2,5-三甲基-4-己烯-1-醇 1-乙酸酯
• 中文别名: 2,2,5-三甲基-4-己烯-1-醇1-乙酸酯
• 英文名称: 2,2,5-trimethylhex-4-en-1-yl acetate
• 英文别名: 2,2,5-trimethylhex-4-enyl acetate
• CAS: 94087-22-6
• 化学式: C₁₁H₂₀O₂
• 分子量: 184.279
• InChiKey: GRPUBXWYKFLPCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  methyl 2,2,5-trimethylhex-4-enoate 在 lithium aluminium tetrahydride 、 sodium acetate 作用下， 以 乙醚 为溶剂， 反应 23.25h， 生成 2,2,5-三甲基-4-己烯-1-醇 1-乙酸酯
  参考文献：
  名称：

  Synthesis and Olfactory Characterization of Sila-Methyl Pamplemousse and Related Odorants with a 2,2,5-Trimethyl-2-silahex-4-ene Skeleton

  摘要：

  The synthetic grapefruit odorant methyl pamplemousse (1a) has lately become an important trend odorant, and the related 2,2,5-trimethylhex-4-enes 2a-4a also possess interesting olfactory properties of fresh hesperidic and fruity-agrestic character. On the basis of the carbon/silicon switch strategy, the silicon-containing analogues silamethyl pamplemousse (1b) and 2b-4b were synthesized and studied for their olfactory properties (olfactory evaluation of the C/Si pairs 1a/1b-4a/4b). Si la substitution (C/Si exchange) was demonstrated to affect the olfactory properties substantially. The C/Si analogues la and 1b were found to be genuine grapefruit odorants, with the silicon compound 1b showing additional agrestic facets. As a proof of principle, it Was demonstrated that C/Si analogues can display a different mechanism and rate of degradation (degradation studies with la and 1b under acidic conditions).

  DOI：

  10.1021/om401181h

文献信息

• [EN] PERFUME SYSTEMS<br/>[FR] SYSTÈMES DE PARFUM
  申请人：PROCTER & GAMBLE

  公开号：WO2015148743A1

  公开（公告）日：2015-10-01

  The present application relates to perfume raw materials, perfume delivery systems and consumer products comprising such perfume raw materials and/or such perfume delivery systems, as well as processes for making and using such perfume raw materials, perfume delivery systems and consumer products. Such perfume raw materials and compositions, including the delivery systems, disclosed herein expand the perfume communities' options as such perfume raw materials can provide variations on character and such compositions can provide desired odor profiles.

  本申请涉及香水原料、香水传递系统和包含这些香水原料和/或香水传递系统的消费品，以及制造和使用这些香水原料、香水传递系统和消费品的过程。本文披露的香水原料和组合物，包括传递系统，扩展了香水社区的选择，因为这些香水原料可以提供不同的特性变化，这些组合物可以提供所需的气味特征。
• PERFUME SYSTEMS
  申请人：The Procter & Gamble Company

  公开号：EP3122847A1

  公开（公告）日：2017-02-01
• Synthesis and Olfactory Characterization of Sila-Methyl Pamplemousse and Related Odorants with a 2,2,5-Trimethyl-2-silahex-4-ene Skeleton
  作者：Julian Friedrich、Steffen Dörrich、André Berkefeld、Philip Kraft、Reinhold Tacke

  DOI：10.1021/om401181h

  日期：2014.2.10

  The synthetic grapefruit odorant methyl pamplemousse (1a) has lately become an important trend odorant, and the related 2,2,5-trimethylhex-4-enes 2a-4a also possess interesting olfactory properties of fresh hesperidic and fruity-agrestic character. On the basis of the carbon/silicon switch strategy, the silicon-containing analogues silamethyl pamplemousse (1b) and 2b-4b were synthesized and studied for their olfactory properties (olfactory evaluation of the C/Si pairs 1a/1b-4a/4b). Si la substitution (C/Si exchange) was demonstrated to affect the olfactory properties substantially. The C/Si analogues la and 1b were found to be genuine grapefruit odorants, with the silicon compound 1b showing additional agrestic facets. As a proof of principle, it Was demonstrated that C/Si analogues can display a different mechanism and rate of degradation (degradation studies with la and 1b under acidic conditions).