4,6-Dicarboxy-1H,3H-thieno<3,4-c>thiophene | 92223-90-0

• 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-Dicarboxy-1H,3H-thieno<3,4-c>thiophene
• 英文别名: 4,6-Dicarboxy-1H,3H-thien<3.4-c>thiophen；1H,3H-Thieno[3,4-c]thiophene-4,6-dicarboxylic acid；1,3-dihydrothieno[3,4-c]thiophene-4,6-dicarboxylic acid
• CAS: 92223-90-0
• 化学式: C₈H₆O₄S₂
• 分子量: 230.265
• InChiKey: SNIHOULXQILLSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  128
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4,6-Dicarboxy-1H,3H-thieno<3,4-c>thiophene 在 ammonium hydroxide 、 氯化亚砜 作用下， 反应 3.0h， 生成 4H,6H-Thieno[3,4-c]thiophene-1,3-dicarboxylic acid diamide
  参考文献：
  名称：

  Synthesis of the First Thieno[3,4-c]thiophene Stabilized Only by Electronic Effects

  摘要：

  The stable, crystalline 1,3-dibromo-4,6-dicyanothieno[3,4-c]thio (3a) has been synthesized. This is the first example of a thieno[3,4-c]thiophene stabilized solely by electronic effects. The dicarbomethoxy dibromo analog 3b and the tetrabromo analog 3c were also-generated and found to be considerably less stable.

  DOI：

  10.1021/jo00087a045
• 作为产物：
  描述：

  4,6-Dicarbomethoxy-1H,3H-thieno<3,4-c>thiophene 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以98%的产率得到4,6-Dicarboxy-1H,3H-thieno<3,4-c>thiophene
  参考文献：
  名称：

  Synthesis of the First Thieno[3,4-c]thiophene Stabilized Only by Electronic Effects

  摘要：

  The stable, crystalline 1,3-dibromo-4,6-dicyanothieno[3,4-c]thio (3a) has been synthesized. This is the first example of a thieno[3,4-c]thiophene stabilized solely by electronic effects. The dicarbomethoxy dibromo analog 3b and the tetrabromo analog 3c were also-generated and found to be considerably less stable.

  DOI：

  10.1021/jo00087a045

文献信息

• Beye Norbert, Cava Michael P., J. Org. Chem, 59 (1994) N 8, S 2223-2226
  作者：Beye Norbert, Cava Michael P.

  DOI：——

  日期：——
• Synthesis of the First Thieno[3,4-c]thiophene Stabilized Only by Electronic Effects
  作者：Norbert Beye、Michael P. Cava

  DOI：10.1021/jo00087a045

  日期：1994.4

  The stable, crystalline 1,3-dibromo-4,6-dicyanothieno[3,4-c]thio (3a) has been synthesized. This is the first example of a thieno[3,4-c]thiophene stabilized solely by electronic effects. The dicarbomethoxy dibromo analog 3b and the tetrabromo analog 3c were also-generated and found to be considerably less stable.