2-[(E)-2-(4-Bromo-phenyl)-vinyl]-[1,3]dioxolane | 925452-53-5

• 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: 2-[(E)-2-(4-Bromo-phenyl)-vinyl]-[1,3]dioxolane
• 英文别名: 2-[2-(4-Bromophenyl)ethenyl]-1,3-dioxolane；2-[2-(4-bromophenyl)ethenyl]-1,3-dioxolane
• CAS: 925452-53-5
• 化学式: C₁₁H₁₁BrO₂
• 分子量: 255.111
• InChiKey: WXPZXBLCCFHYKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[(E)-2-(4-Bromo-phenyl)-vinyl]-[1,3]dioxolane 在 水 、 溴 、 溶剂黄146 作用下， 生成 4-溴肉桂醛
  参考文献：
  名称：

  Phase transfer Wittig reaction with 1,3-dioxolan-2-yl-methyltriphenyl phosphonium salts: An efficient method for vinylogation of aromatic aldehydes

  摘要：

  Aldehydes were efficiently transformed into allylic dioxolanes by a Wittig-type reaction, using 1,3-dioxolan-2-yl-methyltriphenylphosphonium bromide under phase transfer conditions. The substituent kinetic effects were studied, and related to Hammett values and electrochemical potentials. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00631-0

文献信息

• Phase transfer Wittig reaction with 1,3-dioxolan-2-yl-methyltriphenyl phosphonium salts: An efficient method for vinylogation of aromatic aldehydes
  作者：Nicolas Daubresse、Charlette Francesch、Christian Rolando

  DOI：10.1016/s0040-4020(98)00631-0

  日期：1998.9

  Aldehydes were efficiently transformed into allylic dioxolanes by a Wittig-type reaction, using 1,3-dioxolan-2-yl-methyltriphenylphosphonium bromide under phase transfer conditions. The substituent kinetic effects were studied, and related to Hammett values and electrochemical potentials. (C) 1998 Elsevier Science Ltd. All rights reserved.