5,5'-dimethyl-2,2'-(2-methyl-propane-1,1-diyl)-bis-thiophene | 30990-09-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 5,5'-dimethyl-2,2'-(2-methyl-propane-1,1-diyl)-bis-thiophene
• 英文别名: 2-Methyl-5-[2-methyl-1-(5-methylthiophen-2-yl)propyl]thiophene
• CAS: 30990-09-1
• 化学式: C₁₄H₁₈S₂
• 分子量: 250.429
• InChiKey: YAGYHPHJDASQSR-UHFFFAOYSA-N

物化性质

• 沸点：
  336.2±37.0 °C(Predicted)
• 密度：
  1.084±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  2-甲基噻吩 、 Methyl N-<1-(benzotriazol-1-yl)-2-methylpropyl>carbamate 在 zinc(II) chloride 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到5,5'-dimethyl-2,2'-(2-methyl-propane-1,1-diyl)-bis-thiophene
  参考文献：
  名称：

  Convenient novel syntheses of 1,1-bis(heteroaryl)alkanes

  摘要：

  A variety of symmetrical 1,1-bis(heteroaryl)alkanes are prepared in excellent yields from the reaction of N-(alpha-benzotriazolylalkyl)carbamate 2 (itself easily available from the condensation of benzotriazole, an aldehyde, and an alkyl carbamate) with an excess of 2-methylthiophene or 2-methylfuran. When methyl N-(alpha-benzotriazolylalkyl)carbamate 2a is treated with 1 equiv of a heterocycle, the benzo-triazolylalkyl-substituted heterocycle is formed. These intermediates react further with other heterocycles to give unsymmetrical 1, 1-bis(heteroaryl)alkanes in good yields under mild conditions.

  DOI：

  10.1021/jo00068a036

文献信息

• Convenient novel syntheses of 1,1-bis(heteroaryl)alkanes
  作者：Alan R. Katritzky、Linghong Xie、Wei Qiang Fan

  DOI：10.1021/jo00068a036

  日期：1993.7

  A variety of symmetrical 1,1-bis(heteroaryl)alkanes are prepared in excellent yields from the reaction of N-(alpha-benzotriazolylalkyl)carbamate 2 (itself easily available from the condensation of benzotriazole, an aldehyde, and an alkyl carbamate) with an excess of 2-methylthiophene or 2-methylfuran. When methyl N-(alpha-benzotriazolylalkyl)carbamate 2a is treated with 1 equiv of a heterocycle, the benzo-triazolylalkyl-substituted heterocycle is formed. These intermediates react further with other heterocycles to give unsymmetrical 1, 1-bis(heteroaryl)alkanes in good yields under mild conditions.