[4-(Diethoxy-phosphoryl)-1,1,2,2,3,3,4,4-octafluoro-butyl]-phosphonic acid diethyl ester | 156628-91-0

• 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: [4-(Diethoxy-phosphoryl)-1,1,2,2,3,3,4,4-octafluoro-butyl]-phosphonic acid diethyl ester
• 英文别名: 1,4-bis(diethoxyphosphoryl)-1,1,2,2,3,3,4,4-octafluorobutane
• CAS: 156628-91-0
• 化学式: C₁₂H₂₀F₈O₆P₂
• 分子量: 474.222
• InChiKey: OCIYAVLIXNJNGM-UHFFFAOYSA-N

物化性质

• 沸点：
  367.9±42.0 °C(predicted)
• 密度：
  1.378±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  28
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  三甲基氯硅烷 、 [4-(Diethoxy-phosphoryl)-1,1,2,2,3,3,4,4-octafluoro-butyl]-phosphonic acid diethyl ester 在 sodium bromide 作用下， 以 乙腈 为溶剂， 反应 144.0h， 以49%的产率得到tetrakis(trimethylsilyl) (octafluorobutane-1,4-diyl)bisphosphonate
  参考文献：
  名称：

  Synthesis of Novel Fluorinated Bisphosphonates and Bisphosphonic Acids

  摘要：

  The synthesis of novel fluorinated bisphosphonates with two, three, four, and six difluoromethylene groups (1a, 1b, 8, 12, and 15) (44-78%) by different approaches is described. The bisphosphonates were converted to the corresponding trimethylsilyl esters which on treatment with deionized water afforded the respective bisphosphonic acids (6, 10, and 14) in good yields.

  DOI：

  10.1021/jo00088a021
• 作为产物：
  描述：

  四乙基焦亚磷酸盐 在 三甲基乙酸 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 17.5h， 生成 [4-(Diethoxy-phosphoryl)-1,1,2,2,3,3,4,4-octafluoro-butyl]-phosphonic acid diethyl ester
  参考文献：
  名称：

  A new synthetic route to perfluoroalkylidene-α,ω-bisphosphonates

  摘要：

  The UV irradiation of a mixture of (EtO)(2)POP(OEt)(2) and I(CF2)(n)I (n = 3,4, 6) or I(CF2)(n)P(O)(OEt)(2) (n = 1, 2) results in the corresponding bisphosphonites or mixed phosphonite-phosphonates, respectively: which on oxidation by Me(3)COOH afforded the perfluoroalkylidene-alpha,omega-bisphosphonates in 64-77% isolated yields.

  DOI：

  10.1016/0040-4039(94)02266-e

文献信息

• Nair Haridasan K., Guneratne Ranil D., Modak Anil S., Burton Donald J., J. Org. Chem, 59 (1994) N 9, S 2393- 2398
  作者：Nair Haridasan K., Guneratne Ranil D., Modak Anil S., Burton Donald J.

  DOI：——

  日期：——
• Synthesis of Novel Fluorinated Bisphosphonates and Bisphosphonic Acids
  作者：Haridasan K. Nair、Ranil D. Guneratne、Anil S. Modak、Donald J. Burton

  DOI：10.1021/jo00088a021

  日期：1994.5

  The synthesis of novel fluorinated bisphosphonates with two, three, four, and six difluoromethylene groups (1a, 1b, 8, 12, and 15) (44-78%) by different approaches is described. The bisphosphonates were converted to the corresponding trimethylsilyl esters which on treatment with deionized water afforded the respective bisphosphonic acids (6, 10, and 14) in good yields.
• A new synthetic route to perfluoroalkylidene-α,ω-bisphosphonates
  作者：Haridasan K. Nair、Donald J. Burton

  DOI：10.1016/0040-4039(94)02266-e

  日期：1995.1

  The UV irradiation of a mixture of (EtO)(2)POP(OEt)(2) and I(CF2)(n)I (n = 3,4, 6) or I(CF2)(n)P(O)(OEt)(2) (n = 1, 2) results in the corresponding bisphosphonites or mixed phosphonite-phosphonates, respectively: which on oxidation by Me(3)COOH afforded the perfluoroalkylidene-alpha,omega-bisphosphonates in 64-77% isolated yields.