3,8-Dimethyl-7-nonene-1,2-diol | 144102-21-6

• 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: 3,8-Dimethyl-7-nonene-1,2-diol
• 英文别名: 7-Nonene-1,2-diol, 3,8-dimethyl-；3,8-dimethylnon-7-ene-1,2-diol
• CAS: 144102-21-6
• 化学式: C₁₁H₂₂O₂
• 分子量: 186.294
• InChiKey: HMJBBXOWTRUZGW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  [3-Methyl-3-(5-methyl-hex-4-enyl)-oxiranyl]-methanol 在 sodium tetrahydroborate 、 三乙胺 作用下， 以 水 、 乙腈 为溶剂， 以90%的产率得到3,8-Dimethyl-7-nonene-1,2-diol
  参考文献：
  名称：

  Regioselective reduction of epoxides by electron transfer—a photochemical approach

  摘要：

  在胺和硼氢化钠存在下，对环氧化物进行辐照能干净有效地选择性开环，生成取代较少的醇作为产物。

  DOI：

  10.1039/c39920001133

文献信息

• Regioselective opening of epoxy alcohols: mild chemo- and stereoselective preparation of iodohydrins and 1,2-diols
  作者：Carlo Bonini、Giuliana Righi、Giovanni Sotgiu

  DOI：10.1021/jo00021a045

  日期：1991.10

  Several 2,3-epoxy alcohols have been opened, at -60-degrees-C, with MgI2, leading to the corresponding 3-iodo 1,2-diols with a high level of regio- and chemoselectivity. The iodohydrins can be reduced "in situ", by means of nBu3SnH, to the corresponding 1,2-diols. The chemo-, regio-, and stereocontrol of the reaction makes the method of wide use. Furthermore, epoxy alcohol derivatives (acetyl, benzyl, or TBMS) still maintain a strong preference for C-3 attack of the nucleophile. The experimental data strongly suggest that a metal (Mg) centered chelate is formed throughout the reaction, which gives rise to the regioselective delivery of the iodide ion.
• Regioselective reduction of epoxides by electron transfer—a photochemical approach
  作者：Gary A. Epling、Qingxi Wang

  DOI：10.1039/c39920001133

  日期：——

  Irradiation of epoxides in the presence of amines and sodium borohydride leads cleanly to a regioselective opening of the epoxide, giving the lesser substituted alcohol as a product.

  在胺和硼氢化钠存在下，对环氧化物进行辐照能干净有效地选择性开环，生成取代较少的醇作为产物。