4,5-Bis(diethoxymethyl)-1,3-dithiole-2-thione | 142059-44-7

• 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: 4,5-Bis(diethoxymethyl)-1,3-dithiole-2-thione
• CAS: 142059-44-7
• 化学式: C₁₃H₂₂O₄S₃
• 分子量: 338.513
• InChiKey: YMSYRRYOUDCZJD-UHFFFAOYSA-N

物化性质

• 沸点：
  394.0±52.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  120
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4,5-Bis(diethoxymethyl)-1,3-dithiole-2-thione 在 sodium tetrahydroborate 、 甲酸 、 三甲氧基磷 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 3,4,3',4'-tetrakis(hydroxymethyl)tetrathiafulvalene
  参考文献：
  名称：

  Tetraformyltetrathiafulvalene (TFTTF) and acetals, precursors of polyfunctionalized TTFs.

  摘要：

  A short synthesis of 1,3-dithiol-2-thiones bearing two aldehyde functionalities, free and/or masked as diethylacetals is described. They are shown to be convenient precursors for synthesizing di- and tetraformyl-TTF. When submitted to four-fold nucleophilic attacks, the latter readily affords new substituted derivatives such as the bis-(pyridazino)-TTF 8, the tetrakis-(hydroxymethyl)-TTF 9 and the tetravinylic-TTF 10 whose pi-donor ability has been characterized.

  DOI：

  10.1016/s0040-4020(01)92250-1
• 作为产物：
  描述：

  4,4-乙氧基-2-丁基卡因-铝 在 对甲苯磺酸 作用下， 以 乙醇 、 xylene 为溶剂， 反应 8.0h， 生成 4,5-Bis(diethoxymethyl)-1,3-dithiole-2-thione
  参考文献：
  名称：

  Tetraformyltetrathiafulvalene (TFTTF) and acetals, precursors of polyfunctionalized TTFs.

  摘要：

  A short synthesis of 1,3-dithiol-2-thiones bearing two aldehyde functionalities, free and/or masked as diethylacetals is described. They are shown to be convenient precursors for synthesizing di- and tetraformyl-TTF. When submitted to four-fold nucleophilic attacks, the latter readily affords new substituted derivatives such as the bis-(pyridazino)-TTF 8, the tetrakis-(hydroxymethyl)-TTF 9 and the tetravinylic-TTF 10 whose pi-donor ability has been characterized.

  DOI：

  10.1016/s0040-4020(01)92250-1

文献信息

• Salle, Marc; Gorgues, Alain; Jubault, Michel, Bulletin de la Societe Chimique de France, 1996, vol. 133, # 4, p. 417 - 426
  作者：Salle, Marc、Gorgues, Alain、Jubault, Michel、Boubekeur, Kamal、Batail, Patrick、Carlier, Roger

  DOI：——

  日期：——
• Tetraformyltetrathiafulvalene (TFTTF) and acetals, precursors of polyfunctionalized TTFs.
  作者：M. Salle、A. Gorgues、M. Jubault、K. Boubekeur、P. Batail

  DOI：10.1016/s0040-4020(01)92250-1

  日期：1992.4

  A short synthesis of 1,3-dithiol-2-thiones bearing two aldehyde functionalities, free and/or masked as diethylacetals is described. They are shown to be convenient precursors for synthesizing di- and tetraformyl-TTF. When submitted to four-fold nucleophilic attacks, the latter readily affords new substituted derivatives such as the bis-(pyridazino)-TTF 8, the tetrakis-(hydroxymethyl)-TTF 9 and the tetravinylic-TTF 10 whose pi-donor ability has been characterized.