α-chloro-β-(chlorosulfinyl)propionyl chloride | 77711-03-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 亚磺酸及其衍生物
• 英文名称: α-chloro-β-(chlorosulfinyl)propionyl chloride
• 英文别名: 2-Chloro-3-chlorosulfinylpropanoyl chloride
• CAS: 77711-03-6
• 化学式: C₃H₃Cl₃O₂S
• 分子量: 209.481
• InChiKey: JKMSRMWRSBRPCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  53.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  α-chloro-β-(chlorosulfinyl)propionyl chloride 在 水 作用下， 以96%的产率得到α-chloro-β-(hydroxysulfinyl)propionic acid
  参考文献：
  名称：

  Sulfur heterocycles. 13. Oxidative chlorination of ?-thiolactones. A novel synthesis of ?-(chlorosulfinyl)alkanoyl chlorides and 1,2-oxathiolan-5-one 2-oxides

  摘要：

  Chlorination of beta-thiolactones with chlorine or sulfuryl chloride in acetic anhydride at a reactant ratio (PR) of 1:2:1 gives beta-(chlorosufinyl)alkanoyl chlorides in 75-89% yields. Oxidative chlorination of beta-thiolactones with RR of 1:3:2 affords beta-(chlorosulfinyl)alkanoyl chlorides and cyclic sulfinic anhydrides (1,2-oxathiolan-5-one 2-oxides). The optimum PR for the preparation of 1,2-oxathiolan-5-one 2-oxides is 1:2:2. Hydrolysis of alpha-chloro-beta-(chlorosulfinyl)carbonyl chlorides has given novel alpha-chlorinated sulfinocarboxylic acids.

  DOI：

  10.1007/bf00863593
• 作为产物：
  描述：

  3-acetylsulfanyl-2-chloro-propionic acid 在 氯 作用下， 以 二氯甲烷 为溶剂， 以99%的产率得到α-chloro-β-(chlorosulfinyl)propionyl chloride
  参考文献：
  名称：

  Synthesis and reactivity of acid chlorides of aliphatic ?-(chlorosulfinyl)carboxylic acids

  摘要：

  DOI：

  10.1007/bf00962270

文献信息

• Sulfur-containing heterocycles 14. New synthesis of cyclic anhydrides of 3-sulfinocarboxylic acids
  作者：T. P. Vasil’eva、G. T. Shchetnikov、S. N. Osipov

  DOI：10.1007/s11172-009-0349-z

  日期：2009.12

  Abstract3-Chlorosulfinylalkanoyl chlorides undergo cyclization into the corresponding five-membered mixed anhydrides (1,2-oxathiolan-5-one 2-oxides) under the action of sodium or mercury acetates. 2-Chlorosulfinylbenzoyl chloride gives 3H-2,1-benzoxathiol-3-one 1-oxide in high yield.

  摘要 3-氯亚磺酰基链烷酰氯在乙酸钠或乙酸汞的作用下环化成相应的五元混合酸酐（1,2-oxathiolan-5-one 2-oxides）。2-氯亚磺酰基苯甲酰氯以高产率得到 3H-2,1-benzoxathiol-3-one 1-oxide。
• VASILEVA, T. A.;BYSTROVA, V. M.
  作者：VASILEVA, T. A.、BYSTROVA, V. M.

  DOI：——

  日期：——
• VASILEVA T. P.; LINKOVA M. G.; KILDISHEVA O. V.; KNUNYANTS I. P., IZV. AN CCCP. CEP. XIM., 1981, HO 1, 159-165
  作者：VASILEVA T. P.、 LINKOVA M. G.、 KILDISHEVA O. V.、 KNUNYANTS I. P.

  DOI：——

  日期：——
• Synthesis and reactivity of acid chlorides of aliphatic ?-(chlorosulfinyl)carboxylic acids
  作者：T. P. Vasil'eva、M. G. Lin'kova、O. V. Kil'disheva、I. L. Knunyants

  DOI：10.1007/bf00962270

  日期：1981.1
• Sulfur heterocycles. 13. Oxidative chlorination of ?-thiolactones. A novel synthesis of ?-(chlorosulfinyl)alkanoyl chlorides and 1,2-oxathiolan-5-one 2-oxides
  作者：T. P. Vasil'eva

  DOI：10.1007/bf00863593

  日期：1992.9

  Chlorination of beta-thiolactones with chlorine or sulfuryl chloride in acetic anhydride at a reactant ratio (PR) of 1:2:1 gives beta-(chlorosufinyl)alkanoyl chlorides in 75-89% yields. Oxidative chlorination of beta-thiolactones with RR of 1:3:2 affords beta-(chlorosulfinyl)alkanoyl chlorides and cyclic sulfinic anhydrides (1,2-oxathiolan-5-one 2-oxides). The optimum PR for the preparation of 1,2-oxathiolan-5-one 2-oxides is 1:2:2. Hydrolysis of alpha-chloro-beta-(chlorosulfinyl)carbonyl chlorides has given novel alpha-chlorinated sulfinocarboxylic acids.