3,4-dimethyl-dithieno[2,3-b:3',2'-d]thiophene-7,7-dioxide | 595604-35-6

• 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: 3,4-dimethyl-dithieno[2,3-b:3',2'-d]thiophene-7,7-dioxide
• 英文别名: 3,11-Dimethyl-5,7lambda6,9-trithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),3,10-tetraene 7,7-dioxide；3,11-dimethyl-5,7λ6,9-trithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),3,10-tetraene 7,7-dioxide
• CAS: 595604-35-6
• 化学式: C₁₀H₈O₂S₃
• 分子量: 256.37
• InChiKey: YJTNLCLLELHSDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  99
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,4-dimethyl-dithieno[2,3-b:3',2'-d]thiophene-7,7-dioxide 在 N-溴代丁二酰亚胺(NBS) 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 以34%的产率得到2-bromo-3,4-dimethyl-dithieno[2,3-b:3',2'-d]thiophene-7,7-dioxide
  参考文献：
  名称：

  Synthesis, single crystal X-ray structure and optical properties of 3,4-dimethyl-dithieno[2,3-b:3′,2′-d]thiophene-7,7-dioxide

  摘要：

  The synthesis of the title compound (4), starting from commercial 3-bromo-4-methylthiophene, is described. The single crystal packing mode of 4, as well as the absorption and photoluminescence properties in solution and in the solid state are reported and analyzed in relation to those of the isomeric 3,5-dimethyl-dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide (7). The different reactivities of 4 and 7 towards bromination are analyzed in the light of the results of ab initio B3LYP/6-31G* calculations on both compounds. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00690-2
• 作为产物：
  描述：

  3-溴-4-甲基噻吩 在 正丁基锂 、 间氯过氧苯甲酸 、 lithium diisopropyl amide 作用下， 以 乙醚 、 正己烷 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 3,4-dimethyl-dithieno[2,3-b:3',2'-d]thiophene-7,7-dioxide
  参考文献：
  名称：

  Synthesis, single crystal X-ray structure and optical properties of 3,4-dimethyl-dithieno[2,3-b:3′,2′-d]thiophene-7,7-dioxide

  摘要：

  The synthesis of the title compound (4), starting from commercial 3-bromo-4-methylthiophene, is described. The single crystal packing mode of 4, as well as the absorption and photoluminescence properties in solution and in the solid state are reported and analyzed in relation to those of the isomeric 3,5-dimethyl-dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide (7). The different reactivities of 4 and 7 towards bromination are analyzed in the light of the results of ab initio B3LYP/6-31G* calculations on both compounds. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00690-2