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1-Hexanesulfonyl fluoride, 1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluoro- → Potassium perfluorohexanesulfonate

HRID 3955
Notes
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Reaction equation

HRID 3955 reaction equation
[F:1][C:2]([F:23])([S:19](F)(=[O:21])=[O:20])[C:3]([F:18])([F:17])[C:4]([F:16])([F:15])[C:5]([F:14])([F:13])[C:6]([F:12])([F:11])[C:7]([F:10])([F:9])[F:8].C[Si](C)(C)[O-:26].[K+:29]>C1(C)C=CC=CC=1>[F:1][C:2]([F:23])([S:19]([O-:26])(=[O:21])=[O:20])[C:3]([F:18])([F:17])[C:4]([F:16])([F:15])[C:5]([F:14])([F:13])[C:6]([F:12])([F:11])[C:7]([F:10])([F:9])[F:8].[K+:29]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 679181-Hexanesulfonyl fluoride, 1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluoro-HCID 23668039Potassium trimethylsilanolate

Product 1

HCID 23678874Potassium perfluorohexanesulfonateYield 65.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The procedure of Example 1 was followed using perfluorohexanesulfonyl fluoride (7.90 g, 19.6 mmol), potassium trimethylsilanolate (2.20 g, 17.1 mmol), and dry toluene (50 mL), while heating at 40° for 3.5 h. Potassium perfluorohexanesulfonate (4.9 g, 65% yield) was isolated as a white solid: 19F NMR (methanol) data were closely similar to those reported in Example 23.

Workup

  1. temperaturewhile heating at 40° for 3.5 h

Sources & evidence

ORD record
ord-b5b16629f20d4fcaa1e3b54855eab8d8
Source dataset
uspto-grants-1988_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04723016

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes