2-propenylbenzotriazole | 314272-56-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 2-propenylbenzotriazole
• 英文别名: 2-(1-propenyl)benzotriazole；2-Prop-1-enylbenzotriazole
• CAS: 314272-56-5
• 化学式: C₉H₉N₃
• 分子量: 159.191
• InChiKey: MFGLYTLJBRJYNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-propenylbenzotriazole 在 溴 作用下， 以 四氯化碳 为溶剂， 反应 0.75h， 生成 2-(1,2-Dibromo-propyl)-2H-benzotriazole
  参考文献：
  名称：

  2-Benzotriazolylaziridines and Their Reactions with Diethyl Acetylenedicarboxylate

  摘要：

  1-Alkyl-2-benzotriazolylaziridines (3a,b and 8a-g) are synthesized by two routes utilizing a novel benzotriazolyl-substituted carbenoid or 1,2-dibromoethylbenzotriazole. Lithiation of 3b and 8e at the position a to benzotriazole and subsequent trapping with alkyl halides leads to the 1,2-dialkyl-2-benzotriazolylaziridine analogues 12 and 20. Compounds 3a and 3b react with acetylenedicarboxylic ester by C-C bond breaking to give pyrrole-3,4-dicarboxylic esters (14a,b). By contrast, compounds 8a-d and 20 react with acetylenedicarboxylic ester by C-N bond breaking and form pyrrole-2,3-dicarboxylic esters 18a-d and 21. Structures of each type of pyrroledicarboxylic ester are established by X-ray analysis.

  DOI：

  10.1021/jo980082y
• 作为产物：
  描述：

  2-烯丙基-2H-苯并[d] [1,2,3]三唑 在 potassium tert-butylate 作用下， 以 叔丁醇 为溶剂， 以85%的产率得到2-propenylbenzotriazole
  参考文献：
  名称：

  Katritzky, Alan R.; Li, Jianqing; Malhotra, Nageshwar, Liebigs Annalen der Chemie, 1992, # 8, p. 843 - 854

  摘要：

  DOI：

文献信息

• Katritzky, Alan R.; Li, Jianqing; Malhotra, Nageshwar, Liebigs Annalen der Chemie, 1992, # 8, p. 843 - 854
  作者：Katritzky, Alan R.、Li, Jianqing、Malhotra, Nageshwar

  DOI：——

  日期：——
• 2-Benzotriazolylaziridines and Their Reactions with Diethyl Acetylenedicarboxylate
  作者：Alan R. Katritzky、Jiangchao Yao、Weiliang Bao、Ming Qi、Peter J. Steel

  DOI：10.1021/jo980082y

  日期：1999.1.1

  1-Alkyl-2-benzotriazolylaziridines (3a,b and 8a-g) are synthesized by two routes utilizing a novel benzotriazolyl-substituted carbenoid or 1,2-dibromoethylbenzotriazole. Lithiation of 3b and 8e at the position a to benzotriazole and subsequent trapping with alkyl halides leads to the 1,2-dialkyl-2-benzotriazolylaziridine analogues 12 and 20. Compounds 3a and 3b react with acetylenedicarboxylic ester by C-C bond breaking to give pyrrole-3,4-dicarboxylic esters (14a,b). By contrast, compounds 8a-d and 20 react with acetylenedicarboxylic ester by C-N bond breaking and form pyrrole-2,3-dicarboxylic esters 18a-d and 21. Structures of each type of pyrroledicarboxylic ester are established by X-ray analysis.