Dimethyl Sulfide → Trimethylsulfonium methyl sulfate

HRID 1353159Notes

Reaction equation

HRID 1353159 reaction equation
S([O-])(O)(=O)=O.[CH3:6][S+:7]([CH3:9])[CH3:8].[S:10]([O:15]C)([O:13][CH3:14])(=[O:12])=[O:11].CSC>>[CH3:14][O:13][S:10]([O-:15])(=[O:12])=[O:11].[CH3:6][S+:7]([CH3:9])[CH3:8]

Participants

4

Reactant 3

HCID 1068Dimethyl SulfideHCID 6497Dimethyl SulfateHCID 10942955Sulfonium, trimethyl-, sulfate (1:1)

Product 1

HCID 2760871Trimethylsulfonium methyl sulfate

Conditions

Temperature
0 °C

Procedure

Synthesis of trimethysulfonium hydrogen sulfate: To dimethyl sulfate (10.0 mL, 1.05×10−1 mol) at 0° C. was added dimethyl sulfide (10.4 mL, 1.42×10−1 mol). After rapidly stirring at 0° C. for 30 minutes, the reaction was slowly warmed to room temperature yielding a crystalline solid, trimethylsulfonium methyl sulfate. After 3 hours, distilled water (20 mL) was added to form a clear solution of trimethylsulfonium sulfate.

Workup

  1. temperaturethe reaction was slowly warmed to room temperature

Sources & evidence

ORD record
ord-042766e2d2114aafae11b2dfe80db1ea
Source dataset
uspto-grants-2007_05
Patent number
US07220870B2

Reaction notes

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