| 73506-39-5

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• CAS: 73506-39-5
• 化学式: C₄H₅NaO
• 分子量: 92.0729
• InChiKey: IAXRUCGUCDKMTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.19
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  、 三乙基氯化锡 以 乙醚 、 氨 为溶剂， 以68.5%的产率得到(Ethoxyethinyl)triethylzinn
  参考文献：
  名称：

  Zavgorodnii, V. S.; Sivenkov, E. S.; Shchipkova, V. N., Zhurnal Obshchei Khimii, 1970, vol. 40, p. 2244 - 2249

  摘要：

  DOI：
• 作为产物：
  描述：

  氯乙醛缩二乙醇 在 sodium amide 作用下， 以 氨 为溶剂， 反应 1.5h， 生成
  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

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Verb.2, 1.1.2.2.8, page 218 - 237
  作者：

  DOI：——

  日期：——
• 5,6,7-Trimethylocta-2,5-dien-4-one − A Suspected Odorant with Surprising Olfactory Properties
  作者：Philip Kraft、Caroline Denis、Walter Eichenberger

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

  日期：2001.6

  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.
• Zavgorodnii, V. S.; Sivenkov, E. S.; Shchipkova, V. N., Zhurnal Obshchei Khimii, 1970, vol. 40, p. 2244 - 2249
  作者：Zavgorodnii, V. S.、Sivenkov, E. S.、Shchipkova, V. N.、Petrov, A. A.

  DOI：——

  日期：——