1-叔丁基-4-氯-2-苯基吡咯 | 850641-90-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 中文名称: 1-叔丁基-4-氯-2-苯基吡咯
• 英文名称: 1-tert-butyl-4-chloro-2-phenylpyrrole
• CAS: 850641-90-6
• 化学式: C₁₄H₁₆ClN
• 分子量: 233.741
• InChiKey: YEOUJMOITQDSPW-UHFFFAOYSA-N

物化性质

• 熔点：
  77 °C
• 沸点：
  325.1±22.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  N,N-二甲基甲酰胺 、 1-叔丁基-4-氯-2-苯基吡咯 在 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以71%的产率得到1-叔丁基-3-氯-5-苯基吡咯-2-甲醛
  参考文献：
  名称：

  Synthesis of 2-aryl-4-chloropyrroles via ring expansion of 2-aryl-1-chlorocyclopropanecarbaldehydes

  摘要：

  An efficient electrophile-induced ring opening of 2-aryl-1-chlorocyclopropanecarbaldehydes is described towards halogenated butanals, which were converted to the corresponding imines. These alpha,alpha,gamma-trichloroimines proved to be good substrates for a nucleophile-induced ring closure towards 2-pyrrolines as versatile synthons for the synthesis of pyrroles bearing physiologically interesting substitution patterns. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.01.087
• 作为产物：
  描述：

  1-叔丁基-3-氯-2-氰基-5-苯基-2-吡咯啉 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以52%的产率得到1-叔丁基-4-氯-2-苯基吡咯
  参考文献：
  名称：

  Synthesis of 2-aryl-4-chloropyrroles via ring expansion of 2-aryl-1-chlorocyclopropanecarbaldehydes

  摘要：

  An efficient electrophile-induced ring opening of 2-aryl-1-chlorocyclopropanecarbaldehydes is described towards halogenated butanals, which were converted to the corresponding imines. These alpha,alpha,gamma-trichloroimines proved to be good substrates for a nucleophile-induced ring closure towards 2-pyrrolines as versatile synthons for the synthesis of pyrroles bearing physiologically interesting substitution patterns. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.01.087

文献信息

• Synthesis of 2-aryl-4-chloropyrroles via ring expansion of 2-aryl-1-chlorocyclopropanecarbaldehydes
  作者：Guido Verniest、Sven Claessens、Filip Bombeke、Tinneke Van Thienen、Norbert De Kimpe

  DOI：10.1016/j.tet.2005.01.087

  日期：2005.3

  An efficient electrophile-induced ring opening of 2-aryl-1-chlorocyclopropanecarbaldehydes is described towards halogenated butanals, which were converted to the corresponding imines. These alpha,alpha,gamma-trichloroimines proved to be good substrates for a nucleophile-induced ring closure towards 2-pyrrolines as versatile synthons for the synthesis of pyrroles bearing physiologically interesting substitution patterns. (c) 2005 Elsevier Ltd. All rights reserved.