cis-9,10-Epoxyoctadecan-1-ol | 13980-12-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: cis-9,10-Epoxyoctadecan-1-ol
• 英文别名: (9RS,10SR)-9,10-epoxy-octadecan-1-ol；8-[(2S,3R)-3-octyloxiran-2-yl]octan-1-ol
• CAS: 13980-12-6
• 化学式: C₁₈H₃₆O₂
• 分子量: 284.483
• InChiKey: FAEAERQPRQJZOC-MSOLQXFVSA-N

物化性质

• 熔点：
  52.6-53.5 °C
• 沸点：
  362.2±10.0 °C(Predicted)
• 密度：
  0.903±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  20
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  油醇 在 过氧乙酸 作用下， 生成 cis-9,10-Epoxyoctadecan-1-ol
  参考文献：
  名称：

  Epoxidation of Unsaturated Fatty Materials with Peracetic Acid in Glacial Acetic Acid Solution

  摘要：

  DOI：

  10.1021/ja01219a018

文献信息

• An Inexpensive Air-Stable Titanium-Based System for the Conversion of Esters to Primary Alcohols
  作者：Matthew T. Reding、Stephen L. Buchwald

  DOI：10.1021/jo00129a031

  日期：1995.12

  Polymethylhydrosiloxane, when combined with titanium(IV) isopropoxide, provides a convenient system for the conversion of esters to the corresponding primary alcohols in the presence of a wide range of functional groups. Reactions are carried out as mixtures of the neat reaction components; workup with aqueous alkaline THF affords primary alcohols in good to excellent yields. The system tolerates primary alkyl bromides and iodides, olefins, epoxides, and alkynes. Steric differentiation of methyl and tert-butyl esters is also possible. The results observed in the parent and related reactions argue against pathways involving Lewis-acid catalysis and anionic hydridosilicate-mediated reductions, and instead support a neutral titanium hydride complex or strongly associated titanium/silane complex as the active reducing agent.
• Swern; Findley; Scanlan, Journal of the American Chemical Society, 1944, vol. 66, p. 1926
  作者：Swern、Findley、Scanlan

  DOI：——

  日期：——
• US6352703B1
  申请人：——

  公开号：US6352703B1

  公开（公告）日：2002-03-05
• Epoxidation of Unsaturated Fatty Materials with Peracetic Acid in Glacial Acetic Acid Solution
  作者：Thomas W. Findley、Daniel Swern、John T. Scanlan

  DOI：10.1021/ja01219a018

  日期：1945.3