1,2-bis(2-chloro-1-propene-3-ylsulfanyl)ethane

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: 1,2-bis(2-chloro-1-propene-3-ylsulfanyl)ethane
• 英文别名: 1,2-bis(2-chloroprop-1-en-3-ylsulfanyl)ethane；1,2-Bis(2-chloroprop-1-en-3-ylsulfanyl)ethane；2-chloro-3-[2-(2-chloroprop-2-enylsulfanyl)ethylsulfanyl]prop-1-ene
• 化学式: C₈H₁₂Cl₂S₂
• 分子量: 243.221
• InChiKey: KJHKIHBBVZWEEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,3-二氯丙烯 、 ethanedithiolate 以68%的产率得到1,2-bis(2-chloro-1-propene-3-ylsulfanyl)ethane
  参考文献：
  名称：

  Features of the synthesis of unsaturated sulfides proceeding from (2-chloroprop-2-en-1-yl)isothiouronium chloride

  摘要：

  Procedure of synthesis of sulfides containing a chloropropenyl fragment sensitive to bases was modified. The change in the sequence of reagents addition ensuring a contact of isothiouronium salt with a minimal base quantity and the application of a mixture hydrazine hydrate-alkali allowed the preparation of target sulfides under mild conditions in up to 93% yields.

  DOI：

  10.1134/s1070428015020037

文献信息

• Domino reactions of alkane dithiolates with 2,3-dichloro-1-propene in hydrazine hydrate – KOH medium
  作者：Ekaterina P. Levanova、Valentina A. Grabelnykh、Valentina S. Vahrina、Alexander I. Albanov、Lyudmila V. Klyba、Natalia V. Russavskaya、Nikolai A. Korchevin、Igor B. Rozentsveig

  DOI：10.1080/17415993.2013.849704

  日期：2014.3.4

  2,3-Dichloro-1-propene reacts with alkane dithiolates in hydrazine hydrate - KOH medium to produce derivatives of dithiin, dithiepin, chloropropenyl, and allenyl sulfides depending on conditions and dithiolate structure. The formation of the heterocyclic products is a result of possible domino reactions, including a substitution of an allylic chlorine atom, dehydrochlorination, and intramolecular heterocyclization.[GRAPHICS].
• Features of the synthesis of unsaturated sulfides proceeding from (2-chloroprop-2-en-1-yl)isothiouronium chloride
  作者：E. P. Levanova、V. S. Vakhrina、V. A. Grabel’nykh、I. B. Rozentsveig、N. V. Russavskaya、A. I. Albanov、E. R. Sanzheeva、N. A. Korchevin

  DOI：10.1134/s1070428015020037

  日期：2015.2

  Procedure of synthesis of sulfides containing a chloropropenyl fragment sensitive to bases was modified. The change in the sequence of reagents addition ensuring a contact of isothiouronium salt with a minimal base quantity and the application of a mixture hydrazine hydrate-alkali allowed the preparation of target sulfides under mild conditions in up to 93% yields.