diethyl bicyclo<3,3,0^2,6>oct-1-ylphosphonate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: diethyl bicyclo<3,3,0^2,6>oct-1-ylphosphonate
• 英文别名: 1-Diethoxyphosphoryl-1,2,3,3a,4,5,6,6a-octahydropentalene
• 化学式: C₁₂H₂₃O₃P
• 分子量: 246.287
• InChiKey: VKYMKRNTDOWHNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,5-cis,cis-cyclooctadiene 、 亚磷酸二乙酯 在 air 、 manganese(II) acetate 作用下， 100.0 ℃ 、101.32 kPa 条件下， 反应 3.0h， 以72%的产率得到diethyl bicyclo<3,3,0^2,6>oct-1-ylphosphonate
  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

• Nifant'ev, E. E.; Maslennikova, V. I.; Magdeeva, R. K., Journal of general chemistry of the USSR, 1984, vol. 54, # 10, p. 2100 - 2109
  作者：Nifant'ev, E. E.、Maslennikova, V. I.、Magdeeva, R. K.

  DOI：——

  日期：——
• NIFANTEV, EH. E.;MASLENNIKOVA, V. I.;MAGDEEVA, R. K., ZH. OBSHCH. XIMII, 1984, 54, N 10, 2349-2360
  作者：NIFANTEV, EH. E.、MASLENNIKOVA, V. I.、MAGDEEVA, R. K.

  DOI：——

  日期：——
• MAGDEEVA R. K.; MASLENNIKOVA V. I.; SHCHEPETEVA N. P.; PROKOFEVA T. YU.; +, XIMIYA I PRIMENENIE FOSFORORGAN. SOED. TR. 7 BCEC. KONF. PO XIMII FOSFORO+
  作者：MAGDEEVA R. K.、 MASLENNIKOVA V. I.、 SHCHEPETEVA N. P.、 PROKOFEVA T. YU.、 +

  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.