Hydrochloric Acid → Bis(nonafluorobutyl)phosphinyl chloride

HRID 389399Notes

Reaction equation

C1(P(Cl)(Cl)(Cl)[Cl:8])C=CC=CC=1.[F:12][C:13]([F:40])([C:36]([F:39])([F:38])[F:37])[C:14]([F:35])([F:34])[C:15]([P:18]([C:21]([F:33])([F:32])[C:22]([F:31])([F:30])[C:23]([F:29])([F:28])[C:24]([F:27])([F:26])[F:25])(=O)[OH:19])([F:17])[F:16].Cl>>[F:12][C:13]([F:40])([C:36]([F:39])([F:38])[F:37])[C:14]([F:35])([F:34])[C:15]([P:18]([Cl:8])([C:21]([F:33])([F:32])[C:22]([F:31])([F:30])[C:23]([F:29])([F:28])[C:24]([F:27])([F:26])[F:25])=[O:19])([F:17])[F:16]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 12468899Phenylphosphorus tetrachloride

HCID 14169491Bis(nonafluorobutyl)phosphinic acid

Product 1

HCID 14294507Bis(nonafluorobutyl)phosphinyl chlorideYield 76%

Procedure

Variant b) The mixture of 4.6 g (18.4 mmol) of phenyltetrachlorophosphorane and 7.3 g (14.5 mmol) of bis(nonafluorobutyl)phosphinic acid is stirred at room temperature for four hours When the evolution of gas (HCl) is complete, the nonafluorobutylphosphonyl dichloride is separated off by distillation at atmospheric pressure, giving 5.73 g of bis(nonafluorobutyl)phosphinyl chloride as colourless liquid substance. This corresponds to a yield of 76%, based on the phosphinic acid employed.

Workup

customthe nonafluorobutylphosphonyl dichloride is separated off by distillation at atmospheric pressure

Sources & evidence

ORD record: ord-e761a35f64c34859b0b42e970128a356
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08378157B2

Reaction notes

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