2,3-dimethyl-5-(thiophen-3-yl)thiophene | 1403459-99-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 2,3-dimethyl-5-(thiophen-3-yl)thiophene
• 英文别名: 2,3-Dimethyl-5-thiophen-3-ylthiophene；2,3-dimethyl-5-thiophen-3-ylthiophene
• CAS: 1403459-99-3
• 化学式: C₁₀H₁₀S₂
• 分子量: 194.321
• InChiKey: GAWNBKICPDTLBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-mercapto-3-methyl-1-(thiophen-3-yl)pent-1-yn-3-ol 在 potassium iodide 、 palladium(II) iodide 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以78%的产率得到2,3-dimethyl-5-(thiophen-3-yl)thiophene
  参考文献：
  名称：

  Synthesis of Substituted Thiophenes by Palladium-Catalyzed Heterocyclodehydration of 1-Mercapto-3-yn-2-ols in Conventional and Nonconventional Solvents

  摘要：

  A variety of readily available 1-mercapto-3-yn-2-ols 5 were conveniently converted into the corresponding thiophenes 6 in good to high yields in MeOH as the solvent at 50-100 degrees C in the presence of catalytic amounts (1-2%) of PdI2 in conjunction with KI (KI:PdI2 molar ratio = 10). The catalyst could be made recyclable employing an ionic liquid, such as BmimBF(4), as the solvent under suitable conditions.

  DOI：

  10.1021/jo301943k

文献信息

• Synthesis of Substituted Thiophenes by Palladium-Catalyzed Heterocyclodehydration of 1-Mercapto-3-yn-2-ols in Conventional and Nonconventional Solvents
  作者：Bartolo Gabriele、Raffaella Mancuso、Lucia Veltri、Vito Maltese、Giuseppe Salerno

  DOI：10.1021/jo301943k

  日期：2012.11.2

  A variety of readily available 1-mercapto-3-yn-2-ols 5 were conveniently converted into the corresponding thiophenes 6 in good to high yields in MeOH as the solvent at 50-100 degrees C in the presence of catalytic amounts (1-2%) of PdI2 in conjunction with KI (KI:PdI2 molar ratio = 10). The catalyst could be made recyclable employing an ionic liquid, such as BmimBF(4), as the solvent under suitable conditions.