2,5-环己二烯-1-羧酸,苯基甲基酯 | 162104-81-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,5-环己二烯-1-羧酸,苯基甲基酯
• 英文名称: benzyl 2,5-cyclohexadiene-1-carboxylate
• 英文别名: Benzyl cyclohexa-2,5-diene-1-carboxylate；benzyl cyclohexa-2,5-diene-1-carboxylate
• CAS: 162104-81-6
• 化学式: C₁₄H₁₄O₂
• 分子量: 214.264
• InChiKey: BMXFCPKBZBYBPQ-UHFFFAOYSA-N

物化性质

• 沸点：
  314.0±42.0 °C(Predicted)
• 密度：
  1.119±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 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：

  二氯甲烷 、 2,5-环己二烯-1-羧酸,苯基甲基酯 在 四氯化钛 、 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以90%的产率得到benzyl 1-(2,5-cyclohexadienyl)vinyl ether
  参考文献：
  名称：

  Dichloromethane as an Unusual Methylene Equivalent. A New Entry of Highly Nucleophilic and Selective Titanium−Methylene Complexes for Ester Methylenation

  摘要：

  The successful application of CH2Cl2-Mg-TiCl4-system mediated methylenation of various esters such as tert-butyl ester and 2,5-cyclohexadiene-1-carboxylate highlights the extraordinary reactivity, selectivity, and the nonbasic nature of this new methylene-carbenoid, which serves as a practical reagent applicable to large-scale synthesis.

  DOI：

  10.1021/ol047887e

文献信息

• Radical-chain decomposition of cyclohexa-1,4-diene-3-carboxylates and 2,5-dihydrofuran-2-carboxylates
  作者：Gavin Binmore、John C. Walton、Liberato Cardellini

  DOI：10.1039/c39950000027

  日期：——

  3-Methylcyclohexa-1,4-diene-3-carboxylates and 2-methyl-2,5-dihydrofuran-2-carboxylates decompose to generate free alkyl radicals which have been incorporated into chain reactions producing alkyl bromides, alkene adducts and ring-closure products.

  3-甲基环己-1,4-二烯-3-羧酸酯和2-甲基-2,5-二氢呋喃-2-羧酸酯分解产生自由烷基 radicals，这些 radicals 已被纳入链式反应，生成烷基溴化物、烯烃加合物和环闭产物。
• Dichloromethane as an Unusual Methylene Equivalent. A New Entry of Highly Nucleophilic and Selective Titanium−Methylene Complexes for Ester Methylenation
  作者：Tu-Hsin Yan、Ching-Ting Chien、Chia-Chung Tsai、Kuo-Wei Lin、Yen-Hsien Wu

  DOI：10.1021/ol047887e

  日期：2004.12.1

  The successful application of CH2Cl2-Mg-TiCl4-system mediated methylenation of various esters such as tert-butyl ester and 2,5-cyclohexadiene-1-carboxylate highlights the extraordinary reactivity, selectivity, and the nonbasic nature of this new methylene-carbenoid, which serves as a practical reagent applicable to large-scale synthesis.