cis-1-chloro-1,2-epoxypropane | 21947-75-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: cis-1-chloro-1,2-epoxypropane
• 英文别名: cis-2-chloro-3-methyl-oxirane；(2S,3R)-2-chloro-3-methyloxirane
• CAS: 21947-75-1
• 化学式: C₃H₅ClO
• 分子量: 92.5251
• InChiKey: LRWZZZWJMFNZIK-PWNYCUMCSA-N

物化性质

• 沸点：
  79.6°C (rough estimate)
• 密度：
  1.0253 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  5
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  cis-1-chloro-1,2-epoxypropane 在 盐酸 作用下， 以 Petroleum ether 为溶剂， 生成 (+/-)-1,1-Dichlor-1-phenyl-propan-2-ol
  参考文献：
  名称：

  Kirrmann,A.; Nouri-Bimorghi,R., Bulletin de la Societe Chimique de France, 1968, p. 3213 - 3220

  摘要：

  DOI：
• 作为产物：
  描述：

  methyloxirane 在 次氯酸叔丁酯 作用下， 以15%的产率得到trans-1-chloro-1,2-epoxypropane
  参考文献：
  名称：

  Radical reactions of epoxides. Chlorine-atom abstraction from .alpha.- and .beta.-chloro epoxides by the triphenyltin radical

  摘要：

  The four isomers of chloroepoxypropane have been prepared, and their relative reactivities with triphenyltin hydride have been determined. The three alpha-chloroepoxypropanes react at a much slower rate than does epichlorohydrin, the only beta-chloro epoxide of the four. The nature of the increased reactivity for the beta-chloro epoxides has been investigated by studying two pair of diastereomeric beta-chloro epoxides, and a single acyclic beta-chloro ether. The results are discussed in terms of the inductive, resonance, and stereoelectronic effects of the epoxide.

  DOI：

  10.1021/jo00029a011

文献信息

• Kirrmann,A.; Nouri-Bimorghi,R., Bulletin de la Societe Chimique de France, 1968, p. 3213 - 3220
  作者：Kirrmann,A.、Nouri-Bimorghi,R.

  DOI：——

  日期：——
• Radical reactions of epoxides. Chlorine-atom abstraction from .alpha.- and .beta.-chloro epoxides by the triphenyltin radical
  作者：Kevin W. Krosley、Gerald Jay Gleicher、Gary E. Clapp

  DOI：10.1021/jo00029a011

  日期：1992.1

  The four isomers of chloroepoxypropane have been prepared, and their relative reactivities with triphenyltin hydride have been determined. The three alpha-chloroepoxypropanes react at a much slower rate than does epichlorohydrin, the only beta-chloro epoxide of the four. The nature of the increased reactivity for the beta-chloro epoxides has been investigated by studying two pair of diastereomeric beta-chloro epoxides, and a single acyclic beta-chloro ether. The results are discussed in terms of the inductive, resonance, and stereoelectronic effects of the epoxide.