Perfluorooctyl iodide → Methyl perfluorooctyl sulphide

HRID 1974787

Reaction equation

HRID 1974787 reaction equation
[F:1][C:2](I)([F:25])[C:3]([F:24])([F:23])[C:4]([F:22])([F:21])[C:5]([F:20])([F:19])[C:6]([F:18])([F:17])[C:7]([F:16])([F:15])[C:8]([F:14])([F:13])[C:9]([F:12])([F:11])[F:10].S(S([O-])=O)([O-])=O.[Na+].[Na+].P([O-])([O-])(O)=O.[Na+].[Na+].[CH3:42][S:43]SC>CN(C)C=O.O>[F:1][C:2]([S:43][CH3:42])([F:25])[C:3]([F:24])([F:23])[C:4]([F:22])([F:21])[C:5]([F:20])([F:19])[C:6]([F:18])([F:17])[C:7]([F:16])([F:15])[C:8]([F:14])([F:13])[C:9]([F:12])([F:11])[F:10]

Participants

7

Reactant 4

HCID 10491Perfluorooctyl iodideHCID 12232Dimethyl DisulfideHCID 24203Sodium Phosphate, DibasicHCID 24489Sodium Dithionite

Product 1

HCID 10504381Methyl perfluorooctyl sulphideYield 20%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

Perfluorooctyl iodide (5.5 g), sodium dithionite (3 g), sodium hydrogen phosphate (3 g) and methyl disulphide (1 g) are stirred in dimethylformamide (10 cc) and water (5 cc) for 6 hours. After the usual treatment, methyl perfluorooctyl sulphide is obtained in 20% yield.

Sources & evidence

ORD record
ord-46b8bcc862df406cb7effd7aa6decbca
Source dataset
uspto-grants-1994_02
Patent number
US05283337

Linked notes

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