2-(formylmethylene)-4,5.bis(methylseleno)-1,3-dithiole | 138518-98-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(formylmethylene)-4,5.bis(methylseleno)-1,3-dithiole
• 英文别名: 2-[4,5-bis(methylselanyl)-1,3-dithiol-2-ylidene]acetaldehyde
• CAS: 138518-98-6
• 化学式: C₇H₈OS₂Se₂
• 分子量: 330.192
• InChiKey: ZYAFOIHCQRGBIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.14
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  67.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  dimethyl 4,5-bis(methylthio)-1,3-dithiole phosphonate ester 、 2-(formylmethylene)-4,5.bis(methylseleno)-1,3-dithiole 在 正丁基锂 作用下， 生成 4,5-bis(methylseleno)-4',5'-bis(methylthio)-2,2'-ethanediylidenebis(1,3-dithiole)
  参考文献：
  名称：

  New vinylogous tetrathiafulvalene .pi.-electron donors with peripheral alkylseleno substitution

  摘要：

  Efficient syntheses are described for five new vinylogous pi-electron donors, viz. 5, 6, and 8-10, which are related to bis(ethylenediseleno)tetrathiafulvalene (3): symmetrical and unsymmetrical systems, containing mixed alkylseleno and alkylthio groups, have been obtained. The solution electrochemical redox properties, studied by cyclic voltammetry, establish that these molecules undergo two, single-electron, oxidations at low potentials. The single-crystal X-ray structure of 4,5-bis(methylseleno)-4',5'-bis(methylthio)-2,2'-ethanediylidene(1,3-dithiole) (6) is reported. Semiconducting complexes of the new donors with tetracyano-p-quinodimethane have been obtained.

  DOI：

  10.1021/jo00032a018
• 作为产物：
  描述：

  草酸醛 、 C₂₃H₂₂PS₂Se₂⁽¹⁺⁾*BF₄^(1-) 在 三乙胺 作用下， 以 水 、 乙腈 为溶剂， 反应 3.0h， 生成 2-(formylmethylene)-4,5.bis(methylseleno)-1,3-dithiole
  参考文献：
  名称：

  New vinylogous tetrathiafulvalene .pi.-electron donors with peripheral alkylseleno substitution

  摘要：

  Efficient syntheses are described for five new vinylogous pi-electron donors, viz. 5, 6, and 8-10, which are related to bis(ethylenediseleno)tetrathiafulvalene (3): symmetrical and unsymmetrical systems, containing mixed alkylseleno and alkylthio groups, have been obtained. The solution electrochemical redox properties, studied by cyclic voltammetry, establish that these molecules undergo two, single-electron, oxidations at low potentials. The single-crystal X-ray structure of 4,5-bis(methylseleno)-4',5'-bis(methylthio)-2,2'-ethanediylidene(1,3-dithiole) (6) is reported. Semiconducting complexes of the new donors with tetracyano-p-quinodimethane have been obtained.

  DOI：

  10.1021/jo00032a018