diethyl 2,2,2-trifluoroethylphosphite | 458-64-0

• 分子结构分类: 有机化合物 - 有机磷化合物 - 亚磷酸三烷基酯
• 英文名称: diethyl 2,2,2-trifluoroethylphosphite
• 英文别名: phosphorous acid diethyl ester 2,2,2-trifluoro-ethyl ester；Phosphorigsaeure-diaethylester-(2,2,2-trifluor-aethylester)；Diethyl 2,2,2-trifluoroethyl phosphite
• CAS: 458-64-0
• 化学式: C₆H₁₂F₃O₃P
• 分子量: 220.128
• InChiKey: WQRACRPPNWAREC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  diethyl 2,2,2-trifluoroethylphosphite 、 溴乙酸甲酯 反应 24.0h， 以84%的产率得到methyl ethyl(2,2,2-trifluoroethyl)phosphonoacetate
  参考文献：
  名称：

  混合膦酰基乙酸酯和芳族醛的霍纳-沃兹沃思-埃蒙斯反应：几何选择性和计算研究

  摘要：

  使用几种混合的膦酰基乙酸酯研究了霍纳-沃兹沃思-埃蒙斯（HWE）反应中取代基对几何选择性的影响。他们与芳族醛的反应表明，Z-选择性根据膦酸酯取代基的吸电子能力逐渐变化，并且所观察到的选择性与膦酰基乙酸酯的31 P化学位移之间具有良好的相关性。一些变量，例如金属阳离子和冠醚也影响了选择性。使用从头算和半经验计算的计算研究表明，吸电子取代基可稳定中间体以及过渡态，从而降低了增加Z的可逆性-产品。这与实验观察到的选择性一致。

  DOI：

  10.1016/s0040-4020(01)00007-2
• 作为产物：
  描述：

  O,O-diethyl-N-butyl-N-isobutenyl aminophosphite 、 2,2,2-三氟乙醇 生成 diethyl 2,2,2-trifluoroethylphosphite
  参考文献：
  名称：

  KIBARDIN A. M.; GRYAZNOV P. I.; GAZIZOV T. X.; PUDOVIK A. N., IZV. AN CCCP. CEP. XIM.,(1987) N 8, 1826-1828

  摘要：

  DOI：

文献信息

• ORGANIC SYNTHESIS APPLICATIONS OF NON-AQUEOUS FLUORIDE SALT SOLUTIONS
  申请人：CALIFORNIA INSTITUTE OF TECHNOLOGY

  公开号：US20170057908A1

  公开（公告）日：2017-03-02

  Processes and reaction mixtures including non-aqueous solvent mixtures are presented. Non-aqueous solvent mixtures including fluoride salt and non-aqueous solvent combinations are provided that possess high fluoride ion concentrations useful for a range of applications, including organic synthesis. Further non-aqueous solvent mixtures are provided including a salt possessing a non-fluoride anion and a non-aqueous solvent that, when contacted with aqueous fluoride-containing reagents, extract fluoride ions to form non-aqueous fluoride-ion solutions possessing high fluoride-ion concentrations. The salts include an organic cation that does not possess a carbon in the β-position or does not possess a carbon in the β-position having a bound hydrogen. This salt structure facilitates its ability to be made anhydrous without decomposition. Example anhydrous fluoride salts include (2,2-dimethylpropyl)trimethylammonium fluoride and bis(2,2-dimethylpropyl)dimethylammonium fluoride. The combination of these fluoride salts with at least one fluorine-containing non-aqueous solvent (e.g., bis(2,2,2-trifluoroethyl)ether; (BTFE)) promotes solubility of the salt within the non-aqueous solvents.

  提供了包括非水溶剂混合物的过程和反应混合物。提供了包括氟化物盐和非水溶剂组合的非水溶剂混合物，其具有高氟离子浓度，可用于一系列应用，包括有机合成。还提供了包括具有非氟离子的盐和非水溶剂的非水溶剂混合物，当与含氟化物的水溶试剂接触时，提取氟离子以形成具有高氟离子浓度的非水溶性氟离子溶液。这些盐包括一个有机阳离子，该阳离子在β位不含碳或在β位含有结合氢的碳。这种盐的结构有助于使其在无水条件下不分解。例如，无水氟化物盐包括(2,2-二甲基丙基)三甲基铵氟化物和双(2,2-二甲基丙基)二甲基铵氟化物。这些氟化物盐与至少一种含氟非水溶剂（例如双(2,2,2-三氟乙基)醚；(BTFE)）的组合促进了盐在非水溶剂中的溶解度。
• An electron spin resonance study of fluoroalkoxy- and fluoroalkylphosphoranyl radicals
  作者：Robert W. Dennis、Ian H. Elson、Brian P. Roberts、Robert C. Dobbie

  DOI：10.1039/p29770000889

  日期：——

  Two series of phosphoranyl radicals, containing fluoroalkoxy or trifluoromethyl ligands, respectively, have been generated in solution by radical addition to trivalent phosphorus compounds, and their e.s.r. spectra have been studied. The spectra of the radicals RFOṖ(OR)3 and RFOṖMe(OR)2exhibit large isotropic phosphorus hyperfine splittings and long-range fluorine coupling with (in many cases) fewer

  通过三价磷化合物的自由基加成，在溶液中生成了分别包含氟烷氧基或三氟甲基配体的两个系列的磷烷基，并研究了它们的esr光谱。基团的光谱ř ˚F OP（OR）3和R ˚F OPME（OR）2表现出大的各向同性磷超精细分裂，并用远距离氟耦合（在许多情况下）比化学等价的最大数目更少的19 ˚F核。根据快速构象平衡的存在，观察并解释了温度相关的线形变化。esr光谱与磷烷基的三角双锥体结构一致，其中RF O配体是顶端，CH 3基团是赤道的。
• The Transesterification of Trialkyl Phosphites with Aliphatic Alcohols^1,2
  作者：Friedrich W. Hoffmann、Richard J. Ess、Robert P. Usingef

  DOI：10.1021/ja01603a026

  日期：1956.11
• KIBARDIN A. M.; GRYAZNOV P. I.; GAZIZOV T. X.; PUDOVIK A. N., IZV. AN CCCP. CEP. XIM.,(1987) N 8, 1826-1828
  作者：KIBARDIN A. M.、 GRYAZNOV P. I.、 GAZIZOV T. X.、 PUDOVIK A. N.

  DOI：——

  日期：——
• NON-AQUEOUS FLUORIDE SALTS, SOLUTIONS, AND THEIR USES
  申请人：CALIFORNIA INSTITUTE OF TECHNOLOGY

  公开号：US20170062874A1

  公开（公告）日：2017-03-02

  Electrolyte solutions including at least one anhydrous fluoride salt and at least one non-aqueous solvent are presented. The fluoride salt includes an organic cation having a charge center (e.g., N, P, S, or O) that does not possess a carbon in the β-position or does not possess a carbon in the β-position having a bound hydrogen. This salt structure facilitates its ability to be made anhydrous without decomposition. Example anhydrous fluoride salts include (2,2-dimethylpropyl)trimethylammonium fluoride and bis(2,2-dimethylpropyl)dimethylammonium fluoride. Combining these fluoride salts with at least one fluorine-containing non-aqueous solvent (e.g., bis(2,2,2-trifluoroethyl)ether; (BTFE)) promotes solubility of the salt within the non-aqueous solvents. The solvent may be a mixture of at least one non-aqueous, fluorine-containing solvent and at least one other non-aqueous, fluorine or non-fluorine containing solvent (e.g., BTFE and propionitrile or dimethoxyethane). The electrolyte solutions may be employed in electrochemical cells, such as batteries, fuel cells, electrolysis systems, and capacitors.