(2,2-difluorovinyl)diphenylphosphine | 241495-61-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2,2-difluorovinyl)diphenylphosphine
• 英文别名: (2,2-Difluoroethenyl)diphenylphosphine；2,2-difluoroethenyl(diphenyl)phosphane
• CAS: 241495-61-4
• 化学式: C₁₄H₁₁F₂P
• 分子量: 248.212
• InChiKey: QWUSIDKXIOFMEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2,2-difluorovinyl)diphenylphosphine 在 双氧水 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.17h， 以97%的产率得到(2,2-difluorovinyl)diphenylphosphine oxide
  参考文献：
  名称：

  A facile synthesis of 1-H-2,2-difluorovinylphosphorus compounds from 2,2,2-trifluoroethyl trifluoromethanesulfonate and substitutions of their vinylic fluorines

  摘要：

  2,2-Difluorovinylphosphine as well as its oxide and borane-complex are synthesized in high yields via the P-trifluoroethylation of lithium diphenylphosphide with 2,2,2-trifluoroethyl trifluoromethanesulfonate, followed by dehydrofluorination with potassium tert-butoxide. The reactions of 2,2-difluorovinylphosphine oxide and borane-complex with hydride, S- and N-nucleophiles proceed via an addition-elimination process to afford mono- or nonfluorovinylphosphorus compounds and carbamoylmethylphosphine oxides. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(99)00037-8
• 作为产物：
  描述：

  diphenyl(2,2,2-trifluoroethyl)phosphine 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以75%的产率得到(2,2-difluorovinyl)diphenylphosphine
  参考文献：
  名称：

  A facile synthesis of 1-H-2,2-difluorovinylphosphorus compounds from 2,2,2-trifluoroethyl trifluoromethanesulfonate and substitutions of their vinylic fluorines

  摘要：

  2,2-Difluorovinylphosphine as well as its oxide and borane-complex are synthesized in high yields via the P-trifluoroethylation of lithium diphenylphosphide with 2,2,2-trifluoroethyl trifluoromethanesulfonate, followed by dehydrofluorination with potassium tert-butoxide. The reactions of 2,2-difluorovinylphosphine oxide and borane-complex with hydride, S- and N-nucleophiles proceed via an addition-elimination process to afford mono- or nonfluorovinylphosphorus compounds and carbamoylmethylphosphine oxides. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(99)00037-8

文献信息

• The synthesis and chemistry of fluorovinyl-containing phosphines and the single crystal X-ray structure of SPPri2(CFCF₂)
  作者：Nicholas A. Barnes、Alan K. Brisdon、F. R. William Brown、Wendy I. Cross、Ian R. Crossley、Cheryl Fish、James V. Morey、Robin G. Pritchard、Lakhdar Sekhri

  DOI：10.1039/b316099h

  日期：——

  the fluorovinyl moiety. When PR2(CXCF2) (X=F, Cl) is reacted with LiAlH4 a mixture of PR2(CXCFH) isomers and other defluorinated materials are produced, but the reaction with LiAlH(OBut)3 affords the single products Z-PR2(CFCFH) or E-PR2(CClCFH), respectively, in high yields. Reaction of the fluorovinyl alkyl phosphines with hydrogen peroxide, elemental sulfur or selenium yields fluorovinyl-containing

  第一个全氟乙烯基 烷基含 膦类报告了类型PR 2（CF CF 2）（R = Et，i Pr，Cy）。已经研究了这些对空气和水分稳定的材料在磷中心和氟乙烯基部分的反应性。当PR 2（CX CF 2）（X = F，Cl）与LiAlH 4反应时，会生成PR 2（CX CFH）异构体和其他脱氟化物的混合物，但与LiAlH（OBu t）3的反应只有一个产品Z -PR 2（CF CFH）或E -PR 2（CCl CFH）分别高收率。氟乙烯基烷基膦与过氧化氢， 元素硫 或硒产生含氟乙烯基 氧化膦， 硫化物 和 硒化物， 分别。这硫化膦SPPr i 2（CF CF 2）是第一个在晶体学上得到表征的全氟乙烯基磷（V）化合物，它显示出异常短的[1.9358（9）Å] P S键。氟乙烯基的反应膦类XeF 2产生的化合物F 2 PR 2（CF CF 2），是根据多核鉴定的核磁共振学习。这些化合物在水分存在下分解产生相应的氧化膦。OPPh
• A facile synthesis of 1-H-2,2-difluorovinylphosphorus compounds from 2,2,2-trifluoroethyl trifluoromethanesulfonate and substitutions of their vinylic fluorines
  作者：Junji Ichikawa、Hideharu Jyono、Satoshi Yonemaru、Tatsuo Okauchi、Toru Minami

  DOI：10.1016/s0022-1139(99)00037-8

  日期：1999.7

  2,2-Difluorovinylphosphine as well as its oxide and borane-complex are synthesized in high yields via the P-trifluoroethylation of lithium diphenylphosphide with 2,2,2-trifluoroethyl trifluoromethanesulfonate, followed by dehydrofluorination with potassium tert-butoxide. The reactions of 2,2-difluorovinylphosphine oxide and borane-complex with hydride, S- and N-nucleophiles proceed via an addition-elimination process to afford mono- or nonfluorovinylphosphorus compounds and carbamoylmethylphosphine oxides. (C) 1999 Elsevier Science S.A. All rights reserved.