1-(1-bromovinyl)-4-pentylbenzene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(1-bromovinyl)-4-pentylbenzene
• 英文别名: 1-(1-Bromovinyl)-4-pentylbenzene；1-(1-bromoethenyl)-4-pentylbenzene
• 化学式: C₁₃H₁₇Br
• 分子量: 253.182
• InChiKey: WJBUJPGYZSRVHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  4-戊基苯乙炔 在 二溴甲烷 作用下， 以 N,N-二甲基苯胺 为溶剂， 反应 12.0h， 以88%的产率得到1-(1-bromovinyl)-4-pentylbenzene
  参考文献：
  名称：

  Metal-free regioselective hydrobromination of alkynes through C H/C Br activation

  摘要：

  A metal-free regioselective hydrobromination of alkynes has been developed to provide the Markovnikov-type vinyl bromides in good yields using dibromomethane/N,N-dimethylaniline as in-situ 'HBr' source. This protocol also represents an elegant example of the activation of sp(2) C-H and C-Br bonds in one pot, in which 'HBr' is generated and transferred under mild metal-free conditions. D-incorporated experiments were employed to investigate the reaction mechanism and a plausible reaction path was proposed. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.06.070

文献信息

• Metal-free regioselective hydrobromination of alkynes through C H/C Br activation
  作者：Xiuling Chen、Tieqiao Chen、Yuqiang Xiang、Yongbo Zhou、Daoqing Han、Li-Biao Han、Shuang-Feng Yin

  DOI：10.1016/j.tetlet.2014.06.070

  日期：2014.8

  A metal-free regioselective hydrobromination of alkynes has been developed to provide the Markovnikov-type vinyl bromides in good yields using dibromomethane/N,N-dimethylaniline as in-situ 'HBr' source. This protocol also represents an elegant example of the activation of sp(2) C-H and C-Br bonds in one pot, in which 'HBr' is generated and transferred under mild metal-free conditions. D-incorporated experiments were employed to investigate the reaction mechanism and a plausible reaction path was proposed. (C) 2014 Elsevier Ltd. All rights reserved.