(2E,5Z)-5,6,7-trimethylocta-2,5-dien-4-one | 357650-26-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2E,5Z)-5,6,7-trimethylocta-2,5-dien-4-one
• 英文别名: Pomarose
• CAS: 357650-26-1
• 化学式: C₁₁H₁₈O
• 分子量: 166.263
• InChiKey: QWRGOHMKGNCVAC-KQHSAVHASA-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,5Z)-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

• 2-,5-,6-,7-,8-substituted oct-2-en-4-ones
  申请人：GIVAUDAN SA

  公开号：US20020176838A1

  公开（公告）日：2002-11-28

  The invention relates to 2-,5-,6-,7-,8-substituted oct-2-en-4-ones, to a process for delivering these compounds as a fragrance, an aroma, or a flavoring, and to fragrance and aroma compositions prepared therewith.

  本发明涉及2-,5-,6-,7-,8-取代的辛-2-烯-4-酮，以及将这些化合物作为香料、香气或调味剂的方法和使用这些化合物制备的香气和香气组合物。
• 2-,5-,6-,7-,8-Substituierte Oct-2-en-4-one
  申请人：Givaudan SA

  公开号：EP1149820A1

  公开（公告）日：2001-10-31

  Die Erfindung betrifft 2-,5-,6-,7-,8-substituierte Oct-2-en-4-one, die Verwendung dieser Verbindungen als Riechstoffe oder Geschmacksstoffe sowie die damit hergestellten Riechstoff- oder Aromakompositionen.

  本发明涉及 2-、5-、6-、7-、8-取代的辛-2-烯-4-酮，这些化合物作为香水或调味剂的用途，以及用其制备的香水或调味组合物。
• IMPROVEMENTS IN OR RELATING TO ORGANIC COMPOUNDS
  申请人：Givaudan SA

  公开号：EP3990596A2

  公开（公告）日：2022-05-04
• APPARATUS AND COMPOSITIONS FOR IMPROVING SCENT DELIVERY
  申请人：The Procter & Gamble Company

  公开号：US20220002633A1

  公开（公告）日：2022-01-06

  A volatile composition having: (i) greater than 30% of a scented hydrophobic material by weight of the volatile composition, wherein the scented hydrophobic material comprises one or more volatile compounds; and (ii) greater than 20% of a regulating scent intensity (RIS) composition by weight of the volatile composition. The RIS composition has at least two of: a first regulating scent intensity component (RIS component) having a high average vapor pressure (VP); a second RIS component having a medium average VP; and a third RIS component having a low average VP; The average VP of each of said one or more volatile compounds is lower than at least one of the high, medium and low average VPs of the first, second and third RIS components at the same temperature.
• US6723313B2
  申请人：——

  公开号：US6723313B2

  公开（公告）日：2004-04-20