4,5-dimethyl-1,3-dithiole | 113327-87-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: 4,5-dimethyl-1,3-dithiole
• 英文别名: 4,5-dimethyl-1,3-dithyole
• CAS: 113327-87-0
• 化学式: C₅H₈S₂
• 分子量: 132.251
• InChiKey: DCDHIBLFUKNTRM-UHFFFAOYSA-N

物化性质

• 沸点：
  211.9±20.0 °C(Predicted)
• 密度：
  1.130±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,5-dimethyl-1,3-dithiole 在 双氧水 作用下， 以 溶剂黄146 为溶剂， 生成 2-(4,5-Dimethyl-1,3-dithiole-2-ylidene)-5-chloro-6-(methylthio)-(1,3)-dithiolo<4,5-b>pyrazine
  参考文献：
  名称：

  Pyrazine-Fused Bis(tetrathiafulvalenes)

  摘要：

  The TTF-like bidentate sulfur nucleophiles 13a,b have been prepared from the corresponding 4,5-dialkyl-1,3-dithiole S-oxides 11a,b, obtained by the oxidation of the parent 1,3-dithioles 10a,b. The aromatic nucleophilic substitutions of tetrachloropyrazine by these nucleophiles 13a,b yield, in a single step, the unsymmetrically substituted pyrazino-TTF 8 or the pyrazine-fused bis-TTF 9a,b depending on the stoeichiometries of the reactions. The electrochemical properties of these new donors, obtained by cyclic voltammetry, are also reported.

  DOI：

  10.1021/jo00105a018

文献信息

• Thiophilic addition of alkyllithium to dithiocarboxylic acid anions:synthesis of 2-[bis(alkylthio)methylene]-1,3-dithioles
  作者：Alec Moradpour、Shmuel Bittner

  DOI：10.1016/s0040-4039(00)96389-5

  日期：1987.1

  2-lithio-4,5-disubstituted-1,3-dithioles react with CS2 in thepresence of an excess organolithium reagents yielding a product of thiophilic addition; subsequent alkylation furnished a new series of2-[bis(alkylthio)methylene]-1,3-dithioles.

  在过量的有机锂试剂存在下，2-lithio-4,5-二取代-1,3-二硫醇与CS 2反应，生成亲硫加成产物；随后的烷基化反应提供了一系列新的2- [双（烷硫基亚甲基）亚甲基] -1,3-二硫醇。
• Moradpour, Alec; Bittner, Shmuel; Bernstein, Joel, Journal of the Chemical Society. Perkin transactions I, 1988, p. 2751 - 2756
  作者：Moradpour, Alec、Bittner, Shmuel、Bernstein, Joel、Sarma, Jagarlapudi A. R. P.

  DOI：——

  日期：——
• MORADPOUR, ALEC;BITTNER, SHMUEL, TETRAHEDRON LETT., 28,(1987) N 33, 3805-3808
  作者：MORADPOUR, ALEC、BITTNER, SHMUEL

  DOI：——

  日期：——
• Pyrazine-Fused Bis(tetrathiafulvalenes)
  作者：Khalid Lahlil、Alec Moradpour、Claude Merienne、Christopher Bowlas

  DOI：10.1021/jo00105a018

  日期：1994.12

  The TTF-like bidentate sulfur nucleophiles 13a,b have been prepared from the corresponding 4,5-dialkyl-1,3-dithiole S-oxides 11a,b, obtained by the oxidation of the parent 1,3-dithioles 10a,b. The aromatic nucleophilic substitutions of tetrachloropyrazine by these nucleophiles 13a,b yield, in a single step, the unsymmetrically substituted pyrazino-TTF 8 or the pyrazine-fused bis-TTF 9a,b depending on the stoeichiometries of the reactions. The electrochemical properties of these new donors, obtained by cyclic voltammetry, are also reported.