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Hydrochloric Acid → Bis(nonafluorobutyl)phosphinyl chloride

HRID 389399
Notes
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Reaction equation

HRID 389399 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 12468899Phenylphosphorus tetrachlorideHCID 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

  1. 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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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes