5-cyclopropylthiophene-3-carbonitrile | 1245643-73-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 5-cyclopropylthiophene-3-carbonitrile
• 英文别名: 5-Cyclopropylthiophene-3-carbonitrile
• CAS: 1245643-73-5
• 化学式: C₈H₇NS
• 分子量: 149.216
• InChiKey: HRYIHVSSBLATOZ-UHFFFAOYSA-N

物化性质

• 沸点：
  250.4±28.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  52
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090

反应信息

• 作为产物：
  描述：

  5-溴噻吩-3-甲腈 、 环丙基硼酸 在 potassium phosphate tribasic heptahydrate 、 C₄₅H₅₃ClFeNO₂PPd 作用下， 以 水 、 甲苯 为溶剂， 反应 10.0h， 以62%的产率得到5-cyclopropylthiophene-3-carbonitrile
  参考文献：
  名称：

  Facile synthesis of aryl(het)cyclopropane catalyzed by palladacycle

  摘要：

  Sphos (2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl) adduct of cyclopalladated ferrocenylimine (Ile) exhibited highly catalytic activity for the Suzuki cross-coupling reaction of cyclopropylboronic acid with aryl(het) halides with 1 mol % catalyst loading. This process was applied to both of aryl and heteroaryl halides (Br and Cl), and made the various arylcyclopropane and heteroarylcyclopropane to be easily synthesized. A variety of substituents on the aryl halides, such as alkyl, acetyl, benzoyl, ether, formyl, carboxylate, methoxy, nitro and cyano were tolerated. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.11.024

文献信息

• Facile synthesis of aryl(het)cyclopropane catalyzed by palladacycle
  作者：Min Zhang、Xiuling Cui、Xiaopei Chen、Lianhui Wang、Jingya Li、Yusheng Wu、Lifen Hou、Yangjie Wu

  DOI：10.1016/j.tet.2011.11.024

  日期：2012.1

  Sphos (2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl) adduct of cyclopalladated ferrocenylimine (Ile) exhibited highly catalytic activity for the Suzuki cross-coupling reaction of cyclopropylboronic acid with aryl(het) halides with 1 mol % catalyst loading. This process was applied to both of aryl and heteroaryl halides (Br and Cl), and made the various arylcyclopropane and heteroarylcyclopropane to be easily synthesized. A variety of substituents on the aryl halides, such as alkyl, acetyl, benzoyl, ether, formyl, carboxylate, methoxy, nitro and cyano were tolerated. (C) 2011 Elsevier Ltd. All rights reserved.