trifluoromethyltris(dimethylamino)phosphonium bromide

• 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(dimethylamino)phosphonium bromide
• 英文别名: Tris(dimethylamino)-(trifluoromethyl)phosphanium;bromide
• 化学式: Br*C₇H₁₈F₃N₃P
• 分子量: 312.113
• InChiKey: HZXOOQFYWPZONU-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.04
• 重原子数：
  15
• 可旋转键数：
  3
• 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：

  4-硝基碘苯 、 trifluoromethyltris(dimethylamino)phosphonium bromide 在 potassium fluoride 、 copper(l) iodide 作用下， 生成 4-硝基三氟甲苯
  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 、 三(二甲胺基)膦 20.0 ℃ 、101.32 kPa 条件下， 以95%的产率得到trifluoromethyltris(dimethylamino)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

• 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.