Methyl 5-[2-[(5-methoxycarbonyl-2-sulfanylidene-1,3-dithiol-4-yl)sulfanyl]ethylsulfanyl]-2-sulfanylidene-1,3-dithiole-4-carboxylate | 146581-54-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: Methyl 5-[2-[(5-methoxycarbonyl-2-sulfanylidene-1,3-dithiol-4-yl)sulfanyl]ethylsulfanyl]-2-sulfanylidene-1,3-dithiole-4-carboxylate
• CAS: 146581-54-6
• 化学式: C₁₂H₁₀O₄S₈
• 分子量: 474.737
• InChiKey: PBBLGSRJNHABET-UHFFFAOYSA-N

物化性质

• 沸点：
  608.8±65.0 °C(predicted)
• 密度：
  1.72±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  269
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  Methyl 5-[2-[(5-methoxycarbonyl-2-sulfanylidene-1,3-dithiol-4-yl)sulfanyl]ethylsulfanyl]-2-sulfanylidene-1,3-dithiole-4-carboxylate 在 mercury(II) diacetate 、 lithium bromide 、 三甲氧基磷 作用下， 以 氯仿 、 溶剂黄146 为溶剂， 反应 18.08h， 生成
  参考文献：
  名称：

  作为新型电子供体的双桥四硫富瓦烯烷：三种结构异构体的合成、结构和性质

  摘要：

  已合成并相互分离的新型三异构四硫富瓦烯烷，其中两个 TTF 单元与双乙二硫基间隔物相连。它们的结构由 X 射线晶体学分析以及 1 H-NMR 分析确定。

  DOI：

  10.1246/cl.1995.735
• 作为产物：
  描述：

  1,2-二溴乙烷 、 methyl 5-mercapto-2-thioxo-1,3-dithiole-4-carboxylate 在 sodium methylate 作用下， 生成 Methyl 5-[2-[(5-methoxycarbonyl-2-sulfanylidene-1,3-dithiol-4-yl)sulfanyl]ethylsulfanyl]-2-sulfanylidene-1,3-dithiole-4-carboxylate
  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

• Preparation of two stereoisomers of the macrocyclic electron donor tetramethoxycarbonyl[5.5]-tetrathiafulvalenophane with bridges containing two sulfur atoms
  作者：O. Neiland、V. Khodorkovskii、M. Utinans、I. Sudmale

  DOI：10.1007/bf02252102

  日期：1999.7
• 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.
• Double-Bridged Tetrathiafulvalenophanes as Novel Electron Donors: Syntheses, Structures, and Properties of Three Structural Isomers
  作者：Kazuo Takimiya、Yoshio Aso、Fumio Ogura、Tetsuo Otsubo

  DOI：10.1246/cl.1995.735

  日期：1995.8

  Novel three isomeric tetrathiafulvalenophanes, of which the two TTF units are connected with double ethylenedithio spacers, have been synthesized and separated from one another. Their structures were determined by X-ray crystallographic analyses as well as 1H-NMR analyses.

  已合成并相互分离的新型三异构四硫富瓦烯烷，其中两个 TTF 单元与双乙二硫基间隔物相连。它们的结构由 X 射线晶体学分析以及 1 H-NMR 分析确定。