Tetraethyl 1,1,2,2-tetrafluoroethylene-1,2-bisphosphonate | 147860-30-8

• 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: Tetraethyl 1,1,2,2-tetrafluoroethylene-1,2-bisphosphonate
• 英文别名: tetraethyl (tetrafluoroethane-1,2-diyl)bisphosphonate；[2-(Diethoxy-phosphoryl)-1,1,2,2-tetrafluoro-ethyl]-phosphonic acid diethyl ester；1,2-bis(diethoxyphosphoryl)-1,1,2,2-tetrafluoroethane
• CAS: 147860-30-8
• 化学式: C₁₀H₂₀F₄O₆P₂
• 分子量: 374.206
• InChiKey: VHKNCGJNEAVBNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  22
• 可旋转键数：
  11
• 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：
  10

反应信息

• 作为反应物：
  描述：

  Tetraethyl 1,1,2,2-tetrafluoroethylene-1,2-bisphosphonate 、 三甲基氯硅烷 在 sodium bromide 作用下， 以 乙腈 为溶剂， 反应 144.0h， 以94%的产率得到tetrakis(trimethylsilyl) (tetrafluoroethane-1,2-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：

  溴氟甲基膦酸二乙酯 在 bis(triphenylphosphine)nickel(II) chloride 、 四乙基碘化铵 、 锌 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以52%的产率得到Tetraethyl 1,1,2,2-tetrafluoroethylene-1,2-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

文献信息

• Facile syntheses of aryldifluorophosphonate building blocks
  作者：G.Stuart Cockerill、Howard J. Easterfield、Jonathan M. Percy

  DOI：10.1016/s0040-4039(99)00266-x

  日期：1999.3

  The copper-catalysed zinc phosphonate chemistry described by Yokomatsu and Shibuya can be used directly in the synthesis of phosphotyrosine analogue F(2)Pmp, and in entering the classical organometallic coupling repertoire via Stille and Suzuki-Miyaura couplings. Herein, we report a streamlined synthesis of F(2)Pmp, and of a pivotal triflate, which undergoes a range of palladium-catalysed couplings with aryl and heteroaryl components. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Hu, Chang-Ming; Chen, Jian, Journal of the Chemical Society. Perkin transactions I, 1993, # 3, p. 327 - 330
  作者：Hu, Chang-Ming、Chen, Jian

  DOI：——

  日期：——
• 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.
• Hu Chang-Ming, Chen Jian, J. Chem. Soc. Perkin Trans. 1, (1993) N 3, S 327-330
  作者：Hu Chang-Ming, Chen Jian

  DOI：——

  日期：——
• 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：——