2-chloro-1-cyclohexyl-2-propen-1-ol | 134970-42-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: 2-chloro-1-cyclohexyl-2-propen-1-ol
• 英文别名: 2-Chloro-1-cyclohexylprop-2-en-1-ol
• CAS: 134970-42-6
• 化学式: C₉H₁₅ClO
• 分子量: 174.671
• InChiKey: UAPPOKFUWGDXJZ-UHFFFAOYSA-N

物化性质

• 沸点：
  256.1±15.0 °C(Predicted)
• 密度：
  1.075±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-chloro-1-cyclohexyl-2-propen-1-ol 在 ammonium hydroxide 、 二甲基硫 、 臭氧 作用下， 生成 2-cyclohexyl-2-hydroxyethanamide
  参考文献：
  名称：

  1-Chloroalkyl p-tolyl sulfoxides as useful agents for homologation of carbonyl compounds: conversion of carbonyl compounds to .alpha.-hydroxy acids, esters, and amides and .alpha.,.alpha.'-dihydroxy ketones

  摘要：

  One-carbon homologation of carbonyl compounds to alpha-hydroxy acids, esters, and amides by the use of 1-chloroalkyl p-tolyl sulfoxide as a hydroxycarbonyl anion equivalent is reported. Oxidation of the vinyl chlorides, the intermediates of the above-mentioned method, with osmium tetraoxide gives alpha,alpha'-dihydroxy ketones which are found in biologically active natural products such as cortisone and adriamycin.

  DOI：

  10.1021/jo00013a011
• 作为产物：
  描述：

  2-chloro-1-cyclohexyl-2-(4-methylphenyl)sulfinylpropan-1-ol 以 xylene 为溶剂， 以91%的产率得到2-chloro-1-cyclohexyl-2-propen-1-ol
  参考文献：
  名称：

  1-Chloroalkyl p-tolyl sulfoxides as useful agents for homologation of carbonyl compounds: conversion of carbonyl compounds to .alpha.-hydroxy acids, esters, and amides and .alpha.,.alpha.'-dihydroxy ketones

  摘要：

  One-carbon homologation of carbonyl compounds to alpha-hydroxy acids, esters, and amides by the use of 1-chloroalkyl p-tolyl sulfoxide as a hydroxycarbonyl anion equivalent is reported. Oxidation of the vinyl chlorides, the intermediates of the above-mentioned method, with osmium tetraoxide gives alpha,alpha'-dihydroxy ketones which are found in biologically active natural products such as cortisone and adriamycin.

  DOI：

  10.1021/jo00013a011

文献信息

• α-chlorovinylation: Synthesis of 2-chloropropenyl and propargyl alcohols
  作者：J.R. Falck、D.K. Barma、Charles Mioskowski、Thierry Schlama

  DOI：10.1016/s0040-4039(99)00153-7

  日期：1999.3

  Formal alpha-chlorovinylation of aldehydes using CH3CCl3/CrCl2 affords 2-chloropropenyl alcohols from which terminal propargyl alcohols are obtained via base Induced elimination. (C) 1999 Elsevier Science Ltd. All rights reserved.
• SATOH, TSUYOSHI;ONDA, KEN-ICHI;YAMAKAWA, KOJI, J. ORG. CHEM., 56,(1991) N3, C. 4129-4134
  作者：SATOH, TSUYOSHI、ONDA, KEN-ICHI、YAMAKAWA, KOJI

  DOI：——

  日期：——