(bicyclo[2.2.1]hept-5-en-2-yl)methyl diethyl phosphite | 245725-37-5

• 分子结构分类: 有机化合物 - 有机磷化合物 - 亚磷酸三烷基酯
• 英文名称: (bicyclo[2.2.1]hept-5-en-2-yl)methyl diethyl phosphite
• 英文别名: 2-Bicyclo[2.2.1]hept-5-enylmethyl diethyl phosphite；2-bicyclo[2.2.1]hept-5-enylmethyl diethyl phosphite
• CAS: 245725-37-5
• 化学式: C₁₂H₂₁O₃P
• 分子量: 244.271
• InChiKey: TYROVJGCGAXSHZ-UHFFFAOYSA-N

物化性质

• 沸点：
  276.2±9.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (bicyclo[2.2.1]hept-5-en-2-yl)methyl diethyl phosphite 在 仲丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 6.0h， 生成 (bicyclo[2.2.1]hept-5-en-2-yl)methyl ethyl 2-oxopropylphosphonate
  参考文献：
  名称：

  Parallel Synthesis of Terminal Alkynes Using a ROMPgel-Supported Ethyl 1-Diazo-2-oxopropylphosphonate

  摘要：

  ROMPgel-supported ethyl 1-diazo-2-oxopropylphosphonate has been prepared, and the supported reagent has been effectively employed in the conversion of a variety of aldehydes into terminal alkynes under mild reaction conditions. The influence of cross-link structure, comonomers, and polymer structure on reaction efficiency has been examined.

  DOI：

  10.1021/ol049915z
• 作为产物：
  描述：

  二乙基亚磷酰氯 、 5-降冰片烯-2-甲醇 在 三乙胺 作用下， 以 正己烷 为溶剂， 以98%的产率得到(bicyclo[2.2.1]hept-5-en-2-yl)methyl diethyl phosphite
  参考文献：
  名称：

  Parallel Synthesis of Terminal Alkynes Using a ROMPgel-Supported Ethyl 1-Diazo-2-oxopropylphosphonate

  摘要：

  ROMPgel-supported ethyl 1-diazo-2-oxopropylphosphonate has been prepared, and the supported reagent has been effectively employed in the conversion of a variety of aldehydes into terminal alkynes under mild reaction conditions. The influence of cross-link structure, comonomers, and polymer structure on reaction efficiency has been examined.

  DOI：

  10.1021/ol049915z

文献信息

• Horner−Emmons Synthesis with Minimal Purification Using ROMPGEL:  A Novel High-Loading Matrix for Supported Reagents
  作者：Anthony G. M. Barrett、Susan M. Cramp、Richard S. Roberts、Frederic J. Zecri

  DOI：10.1021/ol990694k

  日期：1999.8.1

  [GRAPHICS]The synthesis and use of two novel high-loading Horner-Emmons ring-opening metathesis polymers are described, alpha,beta-Unsaturated ethyl esters (E:Z > 99:1) and alpha,beta-unsaturated nitriles (E:Z > 70:30) are obtained in excellent yields and purities from aldehydes with minimal purification.
• Parallel Synthesis of Terminal Alkynes Using a ROMPgel-Supported Ethyl 1-Diazo-2-oxopropylphosphonate
  作者：Anthony G. M. Barrett、Brian T. Hopkins、Andrew C. Love、Livio Tedeschi

  DOI：10.1021/ol049915z

  日期：2004.3.1

  ROMPgel-supported ethyl 1-diazo-2-oxopropylphosphonate has been prepared, and the supported reagent has been effectively employed in the conversion of a variety of aldehydes into terminal alkynes under mild reaction conditions. The influence of cross-link structure, comonomers, and polymer structure on reaction efficiency has been examined.