methyl 1-(4-chlorobenzyl)-1H-1,2,3-triazole-4-carboxylate | 141072-13-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 1-(4-chlorobenzyl)-1H-1,2,3-triazole-4-carboxylate
• 英文别名: methyl 1-[(4-chlorophenyl)methyl]-1H-1,2,3-triazole-4-carboxylate；methyl 1-[(4-chlorophenyl)methyl]triazole-4-carboxylate
• CAS: 141072-13-1
• 化学式: C₁₁H₁₀ClN₃O₂
• 分子量: 251.672
• InChiKey: IDZCIAAWDAXDRG-UHFFFAOYSA-N

物化性质

• 沸点：
  409.8±55.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  57
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,3-二溴丙酸甲酯 、 1-(叠氮甲基)-4-氯苯 在 bismuth(III) chloride 、 sodium acetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以57%的产率得到methyl 1-(4-chlorobenzyl)-1H-1,2,3-triazole-4-carboxylate
  参考文献：
  名称：

  Catalytic Cyclization of 2,3-Dibromopropionates with Benzyl Azides to Afford 1-Benzyl-1,2,3-triazole-4-carboxylate: The Use of a Nontoxic Bismuth Catalyst

  摘要：

  We synthesized 1,2,3-triazoles via the cyclization of 2,3-dibromopropionates with benzyl azides. Bismuth chloride is an efficient catalyst, and the reaction is accelerated by weak bases such as sodium acetate. A variety of functional groups are compatible with this catalytic protocol, and it takes advantage of oxygen stable catalyst and substrates because the reactive dibromides are saturated.

  DOI：

  10.3987/com-15-13371

文献信息

• Abu-Orabi, Sultan T.; Atfah, Adnan; Jibril, Ibrahim, Gazzetta Chimica Italiana, 1992, vol. 122, # 1, p. 29 - 33
  作者：Abu-Orabi, Sultan T.、Atfah, Adnan、Jibril, Ibrahim、Al-Sheikh Ali, Amer、Marii, Fakhri

  DOI：——

  日期：——
• Catalytic Cyclization of 2,3-Dibromopropionates with Benzyl Azides to Afford 1-Benzyl-1,2,3-triazole-4-carboxylate: The Use of a Nontoxic Bismuth Catalyst
  作者：Hong-bin Sun、Dong Li、Weiping Xie、Xinlin Deng

  DOI：10.3987/com-15-13371

  日期：——

  We synthesized 1,2,3-triazoles via the cyclization of 2,3-dibromopropionates with benzyl azides. Bismuth chloride is an efficient catalyst, and the reaction is accelerated by weak bases such as sodium acetate. A variety of functional groups are compatible with this catalytic protocol, and it takes advantage of oxygen stable catalyst and substrates because the reactive dibromides are saturated.