4,6-dimethylthieno[3,4-c]thiophene-1(3H)-thione | 1259027-24-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并噻吩类
• 英文名称: 4,6-dimethylthieno[3,4-c]thiophene-1(3H)-thione
• 英文别名: 4,6-dimethyl-1H-thieno[3,4-c]thiophene-3-thione
• CAS: 1259027-24-1
• 化学式: C₈H₈S₃
• 分子量: 200.35
• InChiKey: JAFNSABKELNXQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  85.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,5-dimethylthiophene-3,4-dicarboxaldehyde 在 劳森试剂 作用下， 以 苯 为溶剂， 反应 8.0h， 生成 4,6-dimethylthieno[3,4-c]thiophene-1(3H)-thione
  参考文献：
  名称：

  The Unexpected Formation and Structure of 4,6-Dimethylthieno[3,4-c]thiophene-1(3H)-thione

  摘要：

  The reaction of 2,5-dimethylthiophene-3,4-dicarboxaldehye (1) with excess Lawesson's Reagent afforded the unexpected 5,5-fused ring thienothione derivative, 4,6-dimethylthieno[3,4-c]thiophene-1(3H)-thione (2), in good yield (79%). The desired non-classical thiophene, 1,3-dimethylthieno[3,4-c]thiophene (3), was observed by GC/MS as a minor product (approximately 5%) along with thione 2. The thienothione 2 was characterized spectroscopically and its structure was confirmed by X-ray crystallography. The formation of compound 2 is proposed to occur through a 1,3-hydride shift.

  DOI：

  10.3987/com-10-12023

文献信息

• The Unexpected Formation and Structure of 4,6-Dimethylthieno[3,4-c]thiophene-1(3H)-thione
  作者：Nathan C. Tice、Sarah M. Peak、Sean Parkin

  DOI：10.3987/com-10-12023

  日期：——

  The reaction of 2,5-dimethylthiophene-3,4-dicarboxaldehye (1) with excess Lawesson's Reagent afforded the unexpected 5,5-fused ring thienothione derivative, 4,6-dimethylthieno[3,4-c]thiophene-1(3H)-thione (2), in good yield (79%). The desired non-classical thiophene, 1,3-dimethylthieno[3,4-c]thiophene (3), was observed by GC/MS as a minor product (approximately 5%) along with thione 2. The thienothione 2 was characterized spectroscopically and its structure was confirmed by X-ray crystallography. The formation of compound 2 is proposed to occur through a 1,3-hydride shift.