5-Benzylthio-2-thioxo-1,3-dithiol-4-carbonsaeuremethylester

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5-Benzylthio-2-thioxo-1,3-dithiol-4-carbonsaeuremethylester
• 英文别名: 4-(Benzylthio)-5-carbomethoxy-1,3-dithiole-2-thione；Methyl 5-benzylsulfanyl-2-sulfanylidene-1,3-dithiole-4-carboxylate
• 化学式: C₁₂H₁₀O₂S₄
• 分子量: 314.474
• InChiKey: KNJUCEMRVWVQJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  134
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  氯化苄 、 methyl 5-mercapto-2-thioxo-1,3-dithiole-4-carboxylate 在 sodium methylate 作用下， 生成 5-Benzylthio-2-thioxo-1,3-dithiol-4-carbonsaeuremethylester
  参考文献：
  名称：

  Synthesis and properties of new bridged tetrathiafulvalenes

  摘要：

  The condensation reaction of dithiole phosphonium perchlorates 17 and 18a-c with 2-ethylselenodithiolium tetrafluoroborate 16 in the presence of triethylamine was employed for the high-yield synthesis of four new donors 7a-c, 9 of the tetrathiafulvalene series. The carbomethoxy groups of 7a-c were removed by basic hydrolysis followed by decarboxylation to give 8a-c. Electrochemical studies for seven new TTFs were carried out. An unusual effect resulting in an decrease of the first oxidation potential was observed for 7b. Some properties of the starting 4-mercapto-5-carbomethoxy-1,3-dithiole-2-thione (10) are reported.

  DOI：

  10.1021/jo00058a012

文献信息

• Synthese von 1,3-Dithiol-2-thion-Derivaten durch Phasentransfer-Dithiocarboxylierung von CH-aciden O-Alkyl-dithiokohlens�urediestern
  作者：Wolfgang D�lling、Almut Vogt、Manfred Augustin

  DOI：10.1007/bf00811127

  日期：1989.10
• DOLLING, WOLFGANG;VOGT, ALMUT;AUGUSTIN, MANFRED, MONATSH. CHEM., 120,(1989) N0, C. 879-889
  作者：DOLLING, WOLFGANG、VOGT, ALMUT、AUGUSTIN, MANFRED

  DOI：——

  日期：——
• Synthesis and properties of new bridged tetrathiafulvalenes
  作者：Ineta V. Sudmale、Gregory V. Tormos、Vladimir Yu. Khodorkovsky、Alma S. Edzina、Ojars J. Neilands、Michael P. Cava

  DOI：10.1021/jo00058a012

  日期：1993.3

  The condensation reaction of dithiole phosphonium perchlorates 17 and 18a-c with 2-ethylselenodithiolium tetrafluoroborate 16 in the presence of triethylamine was employed for the high-yield synthesis of four new donors 7a-c, 9 of the tetrathiafulvalene series. The carbomethoxy groups of 7a-c were removed by basic hydrolysis followed by decarboxylation to give 8a-c. Electrochemical studies for seven new TTFs were carried out. An unusual effect resulting in an decrease of the first oxidation potential was observed for 7b. Some properties of the starting 4-mercapto-5-carbomethoxy-1,3-dithiole-2-thione (10) are reported.