E-(1-bromopropyl)-cinnamate | 497883-25-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: E-(1-bromopropyl)-cinnamate
• 英文别名: 1-bromopropyl (3-phenyl)-E-prop-2-enoate；1-Bromopropyl (2E)-3-phenyl-2-propenoate；1-bromopropyl (E)-3-phenylprop-2-enoate
• CAS: 497883-25-7
• 化学式: C₁₂H₁₃BrO₂
• 分子量: 269.138
• InChiKey: LMWJXRVUPQLHQZ-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  E-(1-bromopropyl)-cinnamate 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲苯 为溶剂， 反应 3.0h， 生成 trans-3-benzyl-4-ethyloxetan-2-one 、 cis-3-benzyl-4-ethyloxetan-2-one 、 (E)-propyl cinnamate
  参考文献：
  名称：

  The First Preparation of β-Lactones by Radical Cyclization

  摘要：

  [GRAPHICS]beta-Lactones have, for the first time, been prepared by 4-exo-trig radical cyclization. Thus, alpha-ethenoyloxy radicals react in the presence of tributylstannane in a photothermal process to give beta-lactones. Highest yields were obtained when groups capable of stabilizing a carboncentered radical were present at the 3-position of the alkenoate acceptor.

  DOI：

  10.1021/ol0340235

文献信息

• The First Preparation of β-Lactones by Radical Cyclization
  作者：Kerstin Castle、Chee-San Hau、J. B. Sweeney、Craig Tindall

  DOI：10.1021/ol0340235

  日期：2003.3.1

  [GRAPHICS]beta-Lactones have, for the first time, been prepared by 4-exo-trig radical cyclization. Thus, alpha-ethenoyloxy radicals react in the presence of tributylstannane in a photothermal process to give beta-lactones. Highest yields were obtained when groups capable of stabilizing a carboncentered radical were present at the 3-position of the alkenoate acceptor.