2,2'-Sulfanediylbis(3-bromo-4-methylthiophene) | 595604-33-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2,2'-Sulfanediylbis(3-bromo-4-methylthiophene)
• 英文别名: 3-bromo-2-(3-bromo-4-methylthiophen-2-yl)sulfanyl-4-methylthiophene
• CAS: 595604-33-4
• 化学式: C₁₀H₈Br₂S₃
• 分子量: 384.18
• InChiKey: ALDOIZJBTYBJDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  81.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,2'-Sulfanediylbis(3-bromo-4-methylthiophene) 在 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 、 溶剂黄146 作用下， 以 乙醚 、 正己烷 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 2,5-dibromo-3,4-dimethyl-dithieno[2,3-b:3',2'-d]thiophene
  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 lithium diisopropyl amide 、 双(苯磺酰)硫醚 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 3.0h， 以51%的产率得到2,2'-Sulfanediylbis(3-bromo-4-methylthiophene)
  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

文献信息

• Synthesis, single crystal X-ray structure and optical properties of 3,4-dimethyl-dithieno[2,3-b:3′,2′-d]thiophene-7,7-dioxide
  作者：Giovanna Sotgiu、Laura Favaretto、Giovanna Barbarella、Luciano Antolini、Giuseppe Gigli、Marco Mazzeo、Alessandro Bongini

  DOI：10.1016/s0040-4020(03)00690-2

  日期：2003.6

  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.