diethyl 2-[3-(diethoxyphosphoryl)propyl]malonate | 97284-19-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: diethyl 2-[3-(diethoxyphosphoryl)propyl]malonate
• 英文别名: <3-Diaethylphosphono-propyl>-malonsaeure-diaethylester；(3-Diaethylphosphono-propyl)-malonsaeure-diaethylester；Propanedioic acid, [3-(diethoxyphosphinyl)propyl]-, diethyl ester；diethyl 2-(3-diethoxyphosphorylpropyl)propanedioate
• CAS: 97284-19-0
• 化学式: C₁₄H₂₇O₇P
• 分子量: 338.338
• InChiKey: ZSVHRNLRKQLKNO-UHFFFAOYSA-N

物化性质

• 沸点：
  162-164 °C(Press: 0.25 Torr)
• 密度：
  1.113±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  22
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  88.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  烯丙基丙二酸二乙酯 、 亚磷酸二乙酯 在 air 、 manganese(II) acetate 作用下， 反应 1.0h， 以82%的产率得到diethyl 2-[3-(diethoxyphosphoryl)propyl]malonate
  参考文献：
  名称：

  Hydrophosphorylation of Alkenes with Dialkyl Phosphites Catalyzed by Mn(III) under Air

  摘要：

  A facile method for the synthesis of organophosphonates from alkenes and dialkyl phosphites was developed by the use of Mn(II) under air. Thus, the reaction of 1-octene with diethyl phosphite in the presence of Mn(OAc)(2) (5 mol %) under air at 90 degreesC led to diethyl octylphosphonate (78%) and diethyl (2-hexyl)decylphosphonate (6%). Internal alkenes such as cis-2-octene gave a regioisomeric mixture of the corresponding hydrophosphorylation products in 84% yields.

  DOI：

  10.1021/jo049657j

文献信息

• Pd-catalyzed hydrophosphorylation of diethyl 2-allylmalonate
  作者：A. N. Reznikov、M. V. Sokolova、N. K. Skvortsov

  DOI：10.1007/s11176-005-0034-3

  日期：2004.9
• KREUTZKAMP; MENGEL, Archiv der Pharmazie, 1962, vol. 295 /67, p. 773 - 779
  作者：KREUTZKAMP、MENGEL

  DOI：——

  日期：——
• Hydrophosphorylation of Alkenes with Dialkyl Phosphites Catalyzed by Mn(III) under Air
  作者：Osamu Tayama、Atsushi Nakano、Takahiro Iwahama、Satoshi Sakaguchi、Yasutaka Ishii

  DOI：10.1021/jo049657j

  日期：2004.8.1

  A facile method for the synthesis of organophosphonates from alkenes and dialkyl phosphites was developed by the use of Mn(II) under air. Thus, the reaction of 1-octene with diethyl phosphite in the presence of Mn(OAc)(2) (5 mol %) under air at 90 degreesC led to diethyl octylphosphonate (78%) and diethyl (2-hexyl)decylphosphonate (6%). Internal alkenes such as cis-2-octene gave a regioisomeric mixture of the corresponding hydrophosphorylation products in 84% yields.