Bis(pentafluoroethyl)phosphinic acid → Bis(pentafluoroethyl)phosphinyl chloride

HRID 389397Notes

Reaction equation

[F:1][C:2]([P:8]([C:11]([F:17])([F:16])[C:12]([F:15])([F:14])[F:13])(=O)[OH:9])([F:7])[C:3]([F:6])([F:5])[F:4].C1(P(Cl)(Cl)(Cl)[Cl:25])C=CC=CC=1>>[F:1][C:2]([P:8]([Cl:25])([C:11]([F:17])([F:16])[C:12]([F:15])([F:14])[F:13])=[O:9])([F:7])[C:3]([F:6])([F:5])[F:4]

Participants

Reactant 2

HCID 11653013Bis(pentafluoroethyl)phosphinic acid

HCID 12468899Phenylphosphorus tetrachloride

Product 1

HCID 14294485Bis(pentafluoroethyl)phosphinyl chlorideYield 78.4%

Procedure

21.75 g (72 mmol) of bis(pentafluoroethyl)phosphinic acid are added dropwise at room temperature to 20.0 g (80 mmol) of phenyltetrachlorophosphorane, and the mixture is stirred for four hours. Bis(pentafluoroethyl)phosphinyl chloride is separated off by distillation at atmospheric pressure, giving 18.1 g of bis(pentafluoroethyl)phosphinyl chloride, which corresponds to a yield of 78%, based on the phosphinic acid employed.

Workup

customBis(pentafluoroethyl)phosphinyl chloride is separated off by distillation at atmospheric pressure

Sources & evidence

ORD record: ord-e071eabe65f5416db0eaf32f299ac32a
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08378157B2

Reaction notes

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