4-<(2-cyanoethyl)thio>-5-(methoxycarbonyl)-1,3-dithiole-2-thione | 166671-06-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-<(2-cyanoethyl)thio>-5-(methoxycarbonyl)-1,3-dithiole-2-thione
• 英文别名: 4-(2-cyanoethylthio)-5-methoxycarbonyl-1,3-dithiole-2-thione；4-(2-cyanoethylthio)-5-methoxycarbonyl-1,3-dithiol-2-thione；methyl 5-(2-cyanoethylsulfanyl)-2-sulfanylidene-1,3-dithiole-4-carboxylate
• CAS: 166671-06-3
• 化学式: C₈H₇NO₂S₄
• 分子量: 277.413
• InChiKey: AIJXTEAZPNZZGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.33
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  50.09
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  4-<(2-cyanoethyl)thio>-5-(methoxycarbonyl)-1,3-dithiole-2-thione 在 mercury(II) diacetate 作用下， 以 氯仿 、 溶剂黄146 为溶剂， 反应 2.0h， 以86%的产率得到4-(2-cyanoethylthio)-5-methoxycarbonyl-1,3-dithiol-2-one
  参考文献：
  名称：

  Geometrically Constrained Tetrathiafulvalenophanes:  Synthesis and Characterization

  摘要：

  The synthesis of tetrathiafulvalenophanes 4b, 4c, 5, 9, and 10 employing two fundamentally different strategies is reported. Macrocycle 9 was obtained as a mixture of cis and trans isomers and was crystallized to afford two distinct crystals types: a red type consisting of the cis isomer and a yellow type consisting of the trans isomer. The crystal structures of cis-9 and trans-9, determined by X-ray diffraction, revealed that the cis-form possesses a planar TTF moiety while the trans-form has a distorted TTF unit. The electrochemical properties of the new tetrathiafulvalenophanes are reported.

  DOI：

  10.1021/jo970326z
• 作为产物：
  描述：

  3-溴丙腈 、 caesium 5-methoxycarbonyl-1,3-dithiole-2-thione-4-thiolate 以 丙酮 为溶剂， 反应 0.75h， 以78%的产率得到4-<(2-cyanoethyl)thio>-5-(methoxycarbonyl)-1,3-dithiole-2-thione
  参考文献：
  名称：

  Oligomeric Tetrathiafulvalenes: Stable Caesium Tetrathiafulvalene- and 1,3-Dithiole-2-thionethiolates as Intermediates in the Synthesis of Pentakis(tetrathiafulvalenes)

  摘要：

  介绍了四硫富戊烯和 1,3-二硫代-2-硫代硫醇的稳定铯盐的合成及其与四(碘烷基硫基)四硫富戊烯反应生成五(四硫富戊烯)的过程。1,3- 二硫代-2-硫酮-5-甲氧羰基-4-硫代酸铯盐的 X 射线结构显示了一个高度共轭的体系。

  DOI：

  10.1055/s-1995-3941

文献信息

• Synthesis of linear oligo-TTFs and their [2]rotaxanes with cyclobis(paraquat-p-phenylene)
  作者：Dorthe Damgaard、Mogens Brøndsted Nielsen、Jesper Lau、Kenneth Bendix Jensen、Roman Zubarev、Eric Levillain、Jan Becher

  DOI：10.1039/b001868f

  日期：——

  Two linear oligo-TTFs were synthesised employing a stepwise strategy involving two different thiolate protecting groups. These linear TTFs were incorporated into donor–acceptor rotaxanes with the cyclic acceptor, cyclobis(paraquat-p-phenylene). Moreover, a prototype rotaxane based on a bis(pyrrolo)-TTF was prepared and studied.

  采用涉及两种不同硫醇酯保护基团的分步策略，合成了两种线性寡 TTF。这些线性 TTF 与环状受体环双（百草枯对苯二甲酸酯）结合成了供体-受体轮烷。此外，还制备并研究了一种基于双（吡咯）-TTF 的轮烷原型。
• Geometrically Constrained Tetrathiafulvalenophanes:  Synthesis and Characterization
  作者：Jesper Lau、Philippe Blanchard、Amédée Riou、Michel Jubault、Michael P. Cava、Jan Becher

  DOI：10.1021/jo970326z

  日期：1997.7.1

  The synthesis of tetrathiafulvalenophanes 4b, 4c, 5, 9, and 10 employing two fundamentally different strategies is reported. Macrocycle 9 was obtained as a mixture of cis and trans isomers and was crystallized to afford two distinct crystals types: a red type consisting of the cis isomer and a yellow type consisting of the trans isomer. The crystal structures of cis-9 and trans-9, determined by X-ray diffraction, revealed that the cis-form possesses a planar TTF moiety while the trans-form has a distorted TTF unit. The electrochemical properties of the new tetrathiafulvalenophanes are reported.
• Oligomeric Tetrathiafulvalenes: Stable Caesium Tetrathiafulvalene- and 1,3-Dithiole-2-thionethiolates as Intermediates in the Synthesis of Pentakis(tetrathiafulvalenes)
  作者：Jesper Lau、Ole Simonsen、Jan Becher

  DOI：10.1055/s-1995-3941

  日期：1995.5

  Synthesis of stable caesium salts of tetrathiafulvalene- and 1,3-dithiole-2-thionethiolates and their reaction with tetrakis(iodoalkylthio)tetrathiafulvalene to produce pentakis(tetrathiafulvalenes) is presented. X-ray structure of the caesium salt of 1,3-dithiole-2-thione-5-methoxycarbonyl-4-thiolate reveals a highly conjugated system.

  介绍了四硫富戊烯和 1,3-二硫代-2-硫代硫醇的稳定铯盐的合成及其与四(碘烷基硫基)四硫富戊烯反应生成五(四硫富戊烯)的过程。1,3- 二硫代-2-硫酮-5-甲氧羰基-4-硫代酸铯盐的 X 射线结构显示了一个高度共轭的体系。