2-chloro-1,2-epoxypropane | 5950-21-0

• 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: 2-chloro-1,2-epoxypropane
• 英文别名: 2-chloro-2-methyloxirane；2-Chlor-2-methyl-epoxyaethan
• CAS: 5950-21-0
• 化学式: C₃H₅ClO
• 分子量: 92.5251
• InChiKey: RRUZNUBGRZKRNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 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

安全信息

• 海关编码：
  2910900090

反应信息

• 作为反应物：
  描述：

  2-chloro-1,2-epoxypropane 在 三苯基氢化锡 作用下， 以 苯 为溶剂， 生成 丙酮
  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
• 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

• Photoinduced reactions of chloroacetone in solid Ar: Identification of CH 2 COClCH 3
  作者：Nobuaki Tanaka、Yoshitaka Urashima、Hiromasa Nishikiori

  DOI：10.1016/j.cplett.2014.09.053

  日期：2014.10

  The UV light-induced reactions of chloroacetone in a cryogenic Ar matrix were investigated using infrared spectroscopy. The photoinduced isomerisations of gauche-chloroacetone to syn-chloroacetone and hypochlorous acid 1-methylethenyl ester were confirmed by comparing the experimental and calculated spectra. In addition, the photolysis products were found to be CH2CO and a cyclopropanone⋯HCl complex

  紫外光谱法研究了低温氩气基质中氯丙酮的紫外光诱导反应。的光致异构化笨拙-chloroacetone到SYN -chloroacetone和次氯酸1-甲基乙烯基酯通过比较实验和计算谱证实。另外，发现该光解产物为CH 2 CO和环丙烷⋯HCl配合物。环丙烷⋯HCl配合物进一步分解为CH 2 CH 2，CO和HCl。次氯酸1-甲基乙烯基酯进一步异构化为2-氯-2-甲基环氧乙烷。
• 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.

表征谱图