4-t-butyl-[1,3]dithiol-2-one

• 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-t-butyl-[1,3]dithiol-2-one
• 英文别名: 4-t-butyl-1,3-dithiol-2-one；4-Tert-butyl-1,3-dithiol-2-one
• 化学式: C₇H₁₀OS₂
• 分子量: 174.288
• InChiKey: ZQXYACPZNVWYBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  67.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-t-butyl-[1,3]dithiol-2-one 生成 2,5-Di(t-butyl)-1,4-dithiin
  参考文献：
  名称：

  JACOBSEN N.; MAYO P. DE; WEEDON A. C., NOUV. J. CHIM., 1978, 2, NO 4, 331-342

  摘要：

  DOI：
• 作为产物：
  描述：

  苯基氯硫代甲酸酯 、 3,3-dimethyl-1,2-bis-triisopropylsilanylsulfanyl-but-1-ene 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 以88%的产率得到4-t-butyl-[1,3]dithiol-2-one
  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

• Free Radical Reaction of Diisopropyl Xanthogen Disulfide with Unsaturated Systems
  作者：Yves Gareau、André Beauchemin

  DOI：10.3987/com-98-8230

  日期：——

  1,3-Dithiol-2-ones are prepared in one pot reaction from commercially available diisopropyl xanthogen disulfide (2) and alkynes under radical conditions. The 5-membered heterocycle is formed via a ring closure of vinyl radical (7) resulting from the thio radical addition of 5 to an alkyne. The reaction worked best for alkynes conjugated with a C=C double bond. The oxygen atoms of reagent (2) could be replaced by sulfur and this new reagent furnished 1,3-dithiol-2-thiones under radical conditions.
• 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.
• JACOBSEN N.; MAYO P. DE; WEEDON A. C., NOUV. J. CHIM., 1978, 2, NO 4, 331-342
  作者：JACOBSEN N.、 MAYO P. DE、 WEEDON A. C.

  DOI：——

  日期：——