trifluoromethyltris(diethylamino)phosphonium bromide | 89217-87-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 英文名称: trifluoromethyltris(diethylamino)phosphonium bromide
• 英文别名: Tris(diethylamino)-(trifluoromethyl)phosphanium;bromide
• CAS: 89217-87-8
• 化学式: Br*C₁₃H₃₀F₃N₃P
• 分子量: 396.274
• InChiKey: NNTAUPLUEZHFLA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  trifluoromethyltris(diethylamino)phosphonium bromide 在 三(二乙基氨基)二氟膦烷 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以100%的产率得到tris(diethylamino)fluorophosphonium cation
  参考文献：
  名称：

  Molecular structures and reactivity of trifluoromethyltris(dialkylamino)phosphonium bromides

  摘要：

  Hexa-alkylphosphorus triamides and trifluoromethyl bromide react to give trifluoromethyltris(dialkylamino) phosphonium bromides which were used for the trifluoromethylation of benzaldehyde and copper(I) iodide in the presence of fluoride anions with different counterions; tris(diethylamino)difluorophosphorane proved to be a masked fluoride anion donor. The structures of [CF3P(NMe(2))(3)]Br-+(-) and [CF3P(NEt(2))(3)]Br-+(-) have been determined by single-crystal X-ray investigations and shown to exhibit a distorted tetrahedral bond configuration with a rather long (F-3)C-P bond of 1.866(9) or 1.896(6) Angstrom, respectively.

  DOI：

  10.1016/0022-1139(94)03127-l
• 作为产物：
  描述：

  三氟溴甲烷 、 六乙基亚磷酸胺 20.0 ℃ 、101.32 kPa 条件下， 以93%的产率得到trifluoromethyltris(diethylamino)phosphonium bromide
  参考文献：
  名称：

  Molecular structures and reactivity of trifluoromethyltris(dialkylamino)phosphonium bromides

  摘要：

  Hexa-alkylphosphorus triamides and trifluoromethyl bromide react to give trifluoromethyltris(dialkylamino) phosphonium bromides which were used for the trifluoromethylation of benzaldehyde and copper(I) iodide in the presence of fluoride anions with different counterions; tris(diethylamino)difluorophosphorane proved to be a masked fluoride anion donor. The structures of [CF3P(NMe(2))(3)]Br-+(-) and [CF3P(NEt(2))(3)]Br-+(-) have been determined by single-crystal X-ray investigations and shown to exhibit a distorted tetrahedral bond configuration with a rather long (F-3)C-P bond of 1.866(9) or 1.896(6) Angstrom, respectively.

  DOI：

  10.1016/0022-1139(94)03127-l

文献信息

• CF3-P(NEt2)2 als schlüsselsubstanz für CF3-substituierte phosphane - direktsynthese und verwendung
  作者：Wolfgang Volbach、Ingo Ruppert

  DOI：10.1016/s0040-4039(00)94125-x

  日期：1983.1
• Molecular structures and reactivity of trifluoromethyltris(dialkylamino)phosphonium bromides
  作者：Alexander N. Chernega、Alexander A. Kolomeitsev、Yurij L. Yagupolskij、Andreas Gentzsch、Gerd-Volker Röschenthaler

  DOI：10.1016/0022-1139(94)03127-l

  日期：1995.2

  Hexa-alkylphosphorus triamides and trifluoromethyl bromide react to give trifluoromethyltris(dialkylamino) phosphonium bromides which were used for the trifluoromethylation of benzaldehyde and copper(I) iodide in the presence of fluoride anions with different counterions; tris(diethylamino)difluorophosphorane proved to be a masked fluoride anion donor. The structures of [CF3P(NMe(2))(3)]Br-+(-) and [CF3P(NEt(2))(3)]Br-+(-) have been determined by single-crystal X-ray investigations and shown to exhibit a distorted tetrahedral bond configuration with a rather long (F-3)C-P bond of 1.866(9) or 1.896(6) Angstrom, respectively.