2-chloromethyl-1,3-diselenole | 1206680-96-7

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2-chloromethyl-1,3-diselenole
• 英文别名: 2-chloromethyl-1,3-diselenol；2-Chloromethyl-1,3-diselenol；2-(chloromethyl)-1,3-diselenole
• CAS: 1206680-96-7
• 化学式: C₄H₅ClSe₂
• 分子量: 246.457
• InChiKey: ZQIGFFGYVKYTKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.86
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  4-chloro-2-chloromethyl-1,3-diselenolane 以58%的产率得到2-chloromethyl-1,3-diselenole
  参考文献：
  名称：

  Reactions of selenium dichloride and dibromide with divinyl selenide: synthesis of novel selenium heterocycles and rearrangement of 2,6-dihalo-1,4-diselenanes

  摘要：

  The synthesis of novel selenium heterocycles, 2,6-dihalo-1,4-diselenanes, 4-halo-2-halomethyl-1,3-diselenolanes and 2-halomethyl-1,3-diselenoles, based on the reactions of selenium dichloride and dibromide with divinyl selenide is described. The spontaneous rearrangement of 2,6-dihalo-1,4-diselenanes to 4-halo-2-halomethyl-1,3-diselenolanes is observed. Distillation of 4-chloro-2-chloromethyl-1,3-diselenolane leads to regioselective dehydrochlorination and the formation of 2-chloromethyl-1,3-diselenole. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.10.073

文献信息

• Expedient procedure for preparation of 2-chloromethyl-1,3-diselenol
  作者：V. A. Potapov、K. A. Volkova、M. V. Penzik、S. V. Amosova

  DOI：10.1134/s1070363209060371

  日期：2009.6
• Reactions of selenium dichloride and dibromide with divinyl selenide: synthesis of novel selenium heterocycles and rearrangement of 2,6-dihalo-1,4-diselenanes
  作者：Vladimir A. Potapov、Svetlana V. Amosova、Kaleria A. Volkova、Maxim V. Penzik、Alexander I. Albanov

  DOI：10.1016/j.tetlet.2009.10.073

  日期：2010.1

  The synthesis of novel selenium heterocycles, 2,6-dihalo-1,4-diselenanes, 4-halo-2-halomethyl-1,3-diselenolanes and 2-halomethyl-1,3-diselenoles, based on the reactions of selenium dichloride and dibromide with divinyl selenide is described. The spontaneous rearrangement of 2,6-dihalo-1,4-diselenanes to 4-halo-2-halomethyl-1,3-diselenolanes is observed. Distillation of 4-chloro-2-chloromethyl-1,3-diselenolane leads to regioselective dehydrochlorination and the formation of 2-chloromethyl-1,3-diselenole. (C) 2009 Elsevier Ltd. All rights reserved.