Cyano(2-methoxyphenyl)methyl diethyl phosphate | 921627-19-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Cyano(2-methoxyphenyl)methyl diethyl phosphate
• 英文别名: [cyano-(2-methoxyphenyl)methyl] diethyl phosphate
• CAS: 921627-19-2
• 化学式: C₁₃H₁₈NO₅P
• 分子量: 299.263
• InChiKey: LHQBKWGTFROTAG-UHFFFAOYSA-N

物化性质

• 沸点：
  407.4±45.0 °C(Predicted)
• 密度：
  1.198±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  77.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-Methoxy-benzoyl-phosphonsaeure-diaethylester 、 氰化钾 在 水 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 以80%的产率得到Cyano(2-methoxyphenyl)methyl diethyl phosphate
  参考文献：
  名称：

  Protonation of acyl anion equivalents generated from acylphosphonates: nonhydride access to the aldehyde oxidation state from the carboxylic acid oxidation state

  摘要：

  Acylphosphonates, which are easily available from carboxylic acids, are potent acyl anion precursors and undergo cyanide ion promoted phosphonate-phosphate rearrangement to provide the corresponding acyl anion equivalents as reactive intermediates. The protonation of these acyl anion equivalents furnished cyanohydrin O-phosphates in good yields. For the high yield formation of cyanohydrin O-phosphates from arylphosphonates THF should be used and from alkylphosphonates DME was used. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.10.036

文献信息

• Protonation of acyl anion equivalents generated from acylphosphonates: nonhydride access to the aldehyde oxidation state from the carboxylic acid oxidation state
  作者：Ayhan S. Demir、Ömer Reis、Ilker Esiringü、Barbaros Reis、Sehriban Baris

  DOI：10.1016/j.tet.2006.10.036

  日期：2007.1

  Acylphosphonates, which are easily available from carboxylic acids, are potent acyl anion precursors and undergo cyanide ion promoted phosphonate-phosphate rearrangement to provide the corresponding acyl anion equivalents as reactive intermediates. The protonation of these acyl anion equivalents furnished cyanohydrin O-phosphates in good yields. For the high yield formation of cyanohydrin O-phosphates from arylphosphonates THF should be used and from alkylphosphonates DME was used. (c) 2006 Elsevier Ltd. All rights reserved.