4-methyl-5-propyl-[1,3]dithiole-2-thione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 4-methyl-5-propyl-[1,3]dithiole-2-thione
• 英文别名: 4-Methyl-5-propyl-1,3-dithiole-2-thione；4-methyl-5-propyl-1,3-dithiole-2-thione
• 化学式: C₇H₁₀S₃
• 分子量: 190.354
• InChiKey: LGPKLWBLJBGXHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  82.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  硫代氯甲酸苯酯 、 2,3-bis-triisopropylsilanylsulfanyl-hex-2-ene 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 以63%的产率得到4-methyl-5-propyl-[1,3]dithiole-2-thione
  参考文献：
  名称：

  Preparation and reactivity studies of 1,2-bis-triisopropylsilanylsulfanyl-alkenes

  摘要：

  The cross-coupling reaction of bis-triisopropylsilyl disulfide 1 on alkynes yielded 1,2-bis-triisopropylsilanylsulfanyl-alkenes 2, a new chemical class. A series of tri and tetrasubstituted olefins 2 were prepared and their behavior toward electrophiles was studied. The triisopropylsilyl groups could be readily removed by treatment with TBAF at 0 degreesC for 1 h or cesium acetate at 70 degreesC for 2 h. Soft and hard electrophiles were submitted to 2 under these conditions. The electrophiles can either react to yield double addition products with alkyl and activated halides, epoxides and acyl chlorides or cyclic adducts with chloroformate derivatives. In the latter case, 1,3-dithiol-2-ones or 1,3-dithiol-2-thiones are prepared. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00517-8

文献信息

• Preparation and reactivity studies of 1,2-bis-triisopropylsilanylsulfanyl-alkenes
  作者：Yves Gareau、Mélanie Tremblay、Danny Gauvreau、Hélène Juteau

  DOI：10.1016/s0040-4020(01)00517-8

  日期：2001.7

  The cross-coupling reaction of bis-triisopropylsilyl disulfide 1 on alkynes yielded 1,2-bis-triisopropylsilanylsulfanyl-alkenes 2, a new chemical class. A series of tri and tetrasubstituted olefins 2 were prepared and their behavior toward electrophiles was studied. The triisopropylsilyl groups could be readily removed by treatment with TBAF at 0 degreesC for 1 h or cesium acetate at 70 degreesC for 2 h. Soft and hard electrophiles were submitted to 2 under these conditions. The electrophiles can either react to yield double addition products with alkyl and activated halides, epoxides and acyl chlorides or cyclic adducts with chloroformate derivatives. In the latter case, 1,3-dithiol-2-ones or 1,3-dithiol-2-thiones are prepared. (C) 2001 Elsevier Science Ltd. All rights reserved.