4-(5-Bromothiophene-2-carbonyl)benzonitrile | 1421914-67-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(5-Bromothiophene-2-carbonyl)benzonitrile
• 英文别名: 4-(5-bromothiophene-2-carbonyl)benzonitrile
• CAS: 1421914-67-1
• 化学式: C₁₂H₆BrNOS
• 分子量: 292.156
• InChiKey: YRJTXHGBLMHCHG-UHFFFAOYSA-N

物化性质

• 沸点：
  443.7±40.0 °C(Predicted)
• 密度：
  1.65±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-BROMO-2-THIENYLZINC BROMIDE 、 对氰基苯甲酰氯 在 copper(l) iodide 、 lithium chloride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以75%的产率得到4-(5-Bromothiophene-2-carbonyl)benzonitrile
  参考文献：
  名称：

  Site-selective mono-oxidative addition of active zinc into carbon–bromine bond of dibrominated-thiophenes: preparation of thienylzinc reagents and their applications

  摘要：

  A facile protocol for the preparation of 3-bromo-2-thienylzinc bromide A and 5-bromo-2-thienylzinc bromide B has been developed. It has been successfully accomplished by a site-selective oxidative addition of active zinc into a chemically pseudo-equivalent or equivalent carbon-bromine bond, respectively. The subsequent cross-coupling reactions of the organozincs were also successfully carried out under mild conditions providing the corresponding products in moderate to high yields. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.12.024

文献信息

• Site-selective mono-oxidative addition of active zinc into carbon–bromine bond of dibrominated-thiophenes: preparation of thienylzinc reagents and their applications
  作者：Hye-Soo Jung、Hyun-Hee Cho、Seung-Hoi Kim

  DOI：10.1016/j.tetlet.2012.12.024

  日期：2013.2

  A facile protocol for the preparation of 3-bromo-2-thienylzinc bromide A and 5-bromo-2-thienylzinc bromide B has been developed. It has been successfully accomplished by a site-selective oxidative addition of active zinc into a chemically pseudo-equivalent or equivalent carbon-bromine bond, respectively. The subsequent cross-coupling reactions of the organozincs were also successfully carried out under mild conditions providing the corresponding products in moderate to high yields. (C) 2012 Elsevier Ltd. All rights reserved.