2-chloroethyl thiophene-2-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 2-chloroethyl thiophene-2-carboxylate
• 英文别名: 2-Thiophenecarboxylic acid, 2-chloroethyl ester
• 化学式: C₇H₇ClO₂S
• 分子量: 190.65
• InChiKey: NQMQAAPWJWVVML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-噻吩甲酰氯 、 1,2-二氯乙烷 在 4-二甲氨基吡啶 、 caesium carbonate 作用下， 反应 24.0h， 以93%的产率得到2-chloroethyl thiophene-2-carboxylate
  参考文献：
  名称：

  An Effective Method for the Construction of Esters Using Cs₂CO₃ as Oxygen Source

  摘要：

  An effective method for the construction of esters from acyl chloride and halohydrocarbon using Cs2CO3 as an oxygen source was achieved for the first time. The methodology has a wide scope of substrates and can be scaled up. The study of a preliminary reaction mechanism demonstrated that the 0 in the products comes from Cs2CO3 and this esterification proceeds through a free radical reaction. It was also found that CO2 can also be used in this esterification reaction as an oxygen source.

  DOI：

  10.1021/acs.orglett.5b02479