[3-Chloro-5,5-dimethyl-cyclohex-2-en-(Z)-ylidene]-acetonitrile

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: [3-Chloro-5,5-dimethyl-cyclohex-2-en-(Z)-ylidene]-acetonitrile
• 英文别名: 2-(3-chloro-5,5-dimethylcyclohex-2-en-1-ylidene)acetonitrile
• 化学式: C₁₀H₁₂ClN
• 分子量: 181.665
• InChiKey: GVPFBMWZUZCVRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  乙基溴化镁 、 [3-Chloro-5,5-dimethyl-cyclohex-2-en-(Z)-ylidene]-acetonitrile 在 lithium perchlorate 作用下， 以 乙醚 为溶剂， 以58%的产率得到1-(3-chloro-5,5-dimethyl-2-cyclohexen-1-ylidene)-2-butanone
  参考文献：
  名称：

  1H NMR utilization of through-space effects. II—conformation of dienic ketones

  摘要：

  AbstractThe configurational and conformational assignments of the carbonyl group in the Z‐ and E‐1‐(3‐substituted‐5,5‐dimethyl‐2‐cyclohexen‐1‐ylidene)‐2‐butanones are carried out using only the through‐space effects of the carbonyl group. It is demonstrated that, regardless of the Z‐ or E‐configuration or the nature of the substituent in position 3, the conformation of the carbonyl group is always s‐cis.

  DOI：

  10.1002/mrc.1270160206

文献信息

• 1H NMR utilization of through-space effects. II—conformation of dienic ketones
  作者：Michel Rouillard、Serge Geribaldi、Marcel Azzaro

  DOI：10.1002/mrc.1270160206

  日期：1981.6

  AbstractThe configurational and conformational assignments of the carbonyl group in the Z‐ and E‐1‐(3‐substituted‐5,5‐dimethyl‐2‐cyclohexen‐1‐ylidene)‐2‐butanones are carried out using only the through‐space effects of the carbonyl group. It is demonstrated that, regardless of the Z‐ or E‐configuration or the nature of the substituent in position 3, the conformation of the carbonyl group is always s‐cis.