2,3-二氯-2-环己烯-1-酮 | 120569-12-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2,3-二氯-2-环己烯-1-酮
• 英文名称: 2,3-dichlorocyclohex-2-enone
• 英文别名: 2,3-Dichloro-2-cyclohexen-1-one；2,3-dichlorocyclohex-2-en-1-one
• CAS: 120569-12-2
• 化学式: C₆H₆Cl₂O
• 分子量: 165.019
• InChiKey: BBPUUURAUQGTAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  9
• 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：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-diazocyclohexane-1,3-dione 在 tris(triphenylphosphine)ruthenium(II) chloride 、 草酰氯 作用下， 反应 10.0h， 以82%的产率得到2,3-二氯-2-环己烯-1-酮
  参考文献：
  名称：

  钌（II）催化的重氮二羰基化合物制备各种α，β-和β，β-二卤代烯酮的方案

  摘要：

  AbstractEfficient one‐step syntheses of α,β‐ and β,β‐dihaloenones were achieved by ruthenium(II)‐catalyzed reactions between cyclic or acyclic diazodicarbonyl compounds and oxalyl chloride or oxalyl bromide in moderate to good yields. This methodology offers several significant advantages, which include ease of handling, mild reaction conditions, one‐step reaction, and the use of an effective and non‐toxic catalyst. The synthesized compounds were further transformed into highly functionalized novel molecules bearing aromatic rings on the enone moiety using the Suzuki reaction.magnified image

  DOI：

  10.1002/adsc.201400348

文献信息

• An efficient synthesis of some substituted vinylic chloroformates: reaction scope and limitations
  作者：Mark P. Bowman、Jean Pierre G. Senet、Thierry Malfroot、R. A. Olofson

  DOI：10.1021/jo00311a015

  日期：1990.11
• Ruthenium(II)-Catalyzed Protocol for Preparation of Diverse α,β- and β,β-Dihaloenones from Diazodicarbonyls
  作者：Krishna Bahadur Somai Magar、Yong Rok Lee

  DOI：10.1002/adsc.201400348

  日期：2014.11.3

  AbstractEfficient one‐step syntheses of α,β‐ and β,β‐dihaloenones were achieved by ruthenium(II)‐catalyzed reactions between cyclic or acyclic diazodicarbonyl compounds and oxalyl chloride or oxalyl bromide in moderate to good yields. This methodology offers several significant advantages, which include ease of handling, mild reaction conditions, one‐step reaction, and the use of an effective and non‐toxic catalyst. The synthesized compounds were further transformed into highly functionalized novel molecules bearing aromatic rings on the enone moiety using the Suzuki reaction.magnified image
• KR2017/29685
  申请人：——

  公开号：——

  公开（公告）日：——
• US4808743A
  申请人：——

  公开号：US4808743A

  公开（公告）日：1989-02-28
• US5424460A
  申请人：——

  公开号：US5424460A

  公开（公告）日：1995-06-13