4,6-bis(chloromethyl)thieno[3,4-d]-1,3-dithiol-2-one | 1173657-51-6

• 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: 4,6-bis(chloromethyl)thieno[3,4-d]-1,3-dithiol-2-one
• 英文别名: 4,6-Bis(chloromethyl)thieno[3,4-d][1,3]dithiol-2-one；4,6-bis(chloromethyl)thieno[3,4-d][1,3]dithiol-2-one
• CAS: 1173657-51-6
• 化学式: C₇H₄Cl₂OS₃
• 分子量: 271.212
• InChiKey: FNDCDNWIWHIFAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  95.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,6-bis(chloromethyl)thieno[3,4-d]-1,3-dithiol-2-one 在 水 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以91%的产率得到4,6-bis(hydroxymethyl)thieno[3,4-d]-1,3-dithiol-2-one
  参考文献：
  名称：

  Synthesis of thieno[3,4-d]-1,3-dithiol-2-one derivatives

  摘要：

  A series of mono-substituted and bis-substituted derivatives of thieno [3,4-d]-1,3-dithiol-2-one were prepared through halogenation, chloromethylation, and subsequent nucleophilic substitution reactions. Compounds were characterized by NMR, FT-IR, and HRMS. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.225
• 作为产物：
  描述：

  聚合甲醛 、 thieno[3,4-d][1,3]dithiol-2-one 在 盐酸 、 zinc(II) chloride 作用下， 以 四氯化碳 、 氯仿 为溶剂， 反应 2.0h， 以58%的产率得到4,6-bis(chloromethyl)thieno[3,4-d]-1,3-dithiol-2-one
  参考文献：
  名称：

  Synthesis of Trithienylenevinylenes Bearing Dithiocarbonate Groups and Their Dithiophene−Tetrathiafulvalene Derivatives

  摘要：

  A series of conjugated trithienylenevinylene compounds bearing dithiocarbonate groups were prepared by Wittig reactions. Dithiophene-tetrithiafulvalene (DT-TTF) derivatives can be readily prepared through trialkylphosphite-mediated coupling reactions of these trithienylenevinylene materials. All compounds were characterized by NMR, FT-IR, UV-vis, and mass spectroscopy.

  DOI：

  10.1021/jo901574v

文献信息

• Synthesis of thieno[3,4-d]-1,3-dithiol-2-one derivatives
  作者：Xin Chen、Ronald L. Elsenbaumer

  DOI：10.1016/j.tetlet.2009.03.225

  日期：2009.7

  A series of mono-substituted and bis-substituted derivatives of thieno [3,4-d]-1,3-dithiol-2-one were prepared through halogenation, chloromethylation, and subsequent nucleophilic substitution reactions. Compounds were characterized by NMR, FT-IR, and HRMS. (C) 2009 Elsevier Ltd. All rights reserved.
• Synthesis of Trithienylenevinylenes Bearing Dithiocarbonate Groups and Their Dithiophene−Tetrathiafulvalene Derivatives
  作者：Xin Chen、Norma R. de Tacconi、Ronald L. Elsenbaumer

  DOI：10.1021/jo901574v

  日期：2009.12.4

  A series of conjugated trithienylenevinylene compounds bearing dithiocarbonate groups were prepared by Wittig reactions. Dithiophene-tetrithiafulvalene (DT-TTF) derivatives can be readily prepared through trialkylphosphite-mediated coupling reactions of these trithienylenevinylene materials. All compounds were characterized by NMR, FT-IR, UV-vis, and mass spectroscopy.