2-chloro-6-vinylthiopyridine | 609844-20-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-chloro-6-vinylthiopyridine
• 英文别名: Pyridine, 2-chloro-6-(ethenylthio)-；2-chloro-6-ethenylsulfanylpyridine
• CAS: 609844-20-4
• 化学式: C₇H₆ClNS
• 分子量: 171.65
• InChiKey: YCBXTPGOPNUPDG-UHFFFAOYSA-N

物化性质

• 沸点：
  266.6±40.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,6-二氯吡啶 、 二乙烯基硫醚 在 sodium 作用下， 以 氨 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以36%的产率得到2-chloro-6-vinylthiopyridine
  参考文献：
  名称：

  摘要：

  The use of divinyl sulfide as synthetic equivalent of ethenethiolate and 3-butenethiolate anions makes it possible to obtain vinylthio(halo)- and 3-butenylthio(halo)pyridines from halopyridines. 2,6-Bromo(chloro)pyridines react with a mixture of ethenethiolate and 3-butenethiolate ions more readily than does 3,5-dibromopyridine. The reaction yields mainly products of halogen replacement by vinylthio group. The formation of 3-butenethiolate ion in the reaction of divinyl sulfide with sodium in liquid ammonia is governed by the order of mixing of the reactants. Possible ways of generation of 3-butenethiolate ion in the reaction with 1-bromobutane are discussed.

  DOI：

  10.1023/a:1026025700064

文献信息

• ——
  作者：S. V. Amosova、V. I. Gostevskaya、G. M. Gavrilova、A. V. Afonin

  DOI：10.1023/a:1026025700064

  日期：——

  The use of divinyl sulfide as synthetic equivalent of ethenethiolate and 3-butenethiolate anions makes it possible to obtain vinylthio(halo)- and 3-butenylthio(halo)pyridines from halopyridines. 2,6-Bromo(chloro)pyridines react with a mixture of ethenethiolate and 3-butenethiolate ions more readily than does 3,5-dibromopyridine. The reaction yields mainly products of halogen replacement by vinylthio group. The formation of 3-butenethiolate ion in the reaction of divinyl sulfide with sodium in liquid ammonia is governed by the order of mixing of the reactants. Possible ways of generation of 3-butenethiolate ion in the reaction with 1-bromobutane are discussed.