Water → Tris(pentafluoroethyl)phosphane

HRID 529191Notes

Reaction equation

HRID 529191 reaction equation
O.[F:2][C:3]([P:9]([C:19]([F:25])([F:24])[C:20]([F:23])([F:22])[F:21])([C:12]([F:18])([F:17])[C:13]([F:16])([F:15])[F:14])(F)F)([F:8])[C:4]([F:7])([F:6])[F:5]>>[P:9]([C:3]([C:4]([F:5])([F:6])[F:7])([F:2])[F:8])([C:19]([C:20]([F:23])([F:22])[F:21])([F:25])[F:24])[C:12]([C:13]([F:16])([F:15])[F:14])([F:18])[F:17]

Participants

3

Reactant 2

HCID 962WaterHCID 10287940Difluorotris(pentafluoroethyl)phosphorane

Product 1

HCID 15809510Tris(pentafluoroethyl)phosphane

Conditions

Temperature
20 °C

Procedure

0.30 g (16.7 mmol) of water and 3.19 g (53.1 mmol) of fire-extinguishing sand as SiO2 source are added to 12.0 g (28.0 mmol) of tris(pentafluoroethyl)difluorophosphorane, (C2F5)3PF2, in a 100 ml glass round-bottomed flask and warmed (20° C. oil-bath temperature). An intensive reflux condenser is connected downstream of the flask. The suspension is stirred at 120° C. for 4 h. Complete consumption of (C2F5)3PF2 and formation of (C2F5)3P═O (72.0%) and (C2F5)2P(O)OH (28.0%) can be detected. The entire suspension is condensed at room temperature in vacuo (10−3 mbar). Clear and colourless (C2F5)3P═O (6.27 g; 15.5 mmol; 55%) can be isolated in 99% purity. Further (C2F5)3P═O can be isolated from the solid residue by extraction.

Workup

  1. customAn intensive reflux condenser is connected
  2. customconsumption of (C2F5)3PF2 and formation of (C2F5)3P═O (72.0%) and (C2F5)2P(O)OH (28.0%)
  3. customcondensed at room temperature in vacuo (10−3 mbar)

Sources & evidence

ORD record
ord-9da2553405b349eebfe6e2108fec2ccd
Source dataset
uspto-grants-2016_05
Patent number
US09346838B2

Reaction notes

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