Hydrogen Bromide → Sulfuric Acid

HRID 1604972Notes

Reaction equation

HRID 1604972 reaction equation
Br.[CH2:2]([S:4][S:5][CH2:6][CH3:7])[CH3:3].[O-:8][S:9]([O-:12])(=[O:11])=[O:10].[Na+].[Na+]>>[CH2:2]([S:4][S:5][CH2:6][CH3:7])[CH3:3].[OH:11][S:9]([OH:12])(=[O:10])=[O:8].[CH3:2][S:4][S:5][CH3:6]

Participants

6

Reactant 3

HCID 260Hydrogen BromideHCID 8077Diethyl disulfideHCID 24436Sodium Sulfate

Product 3

HCID 1118Sulfuric AcidHCID 8077Diethyl disulfideHCID 12232Dimethyl Disulfide

Procedure

The HBr catalyzed oxidation of diethyl disulfide was carried out at 110°C. With the same concentrations as above except for a concentraton of 0.0356 M HBr catalyst, the oxidation was complete in 33/4 hours. The yield as the crude sodium sulfonate salt after neutralization was 82% with correction for Na2SO4. The oxidation of diethyl disulfide produced more H2SO4 than that of DMDS. The yields of H2SO4 were 8% with I2 catalysis and 0.6% with HBr catalysis.

Workup

  1. customwas carried out at 110°C
  2. concentrationWith the same concentrations as above except for a concentraton of 0.0356 M HBr catalyst
  3. custom4 hours
  4. customThe yield as the crude sodium sulfonate salt after neutralization

Sources & evidence

ORD record
ord-0a3a8e9c1cc24cb59ccc7161c1fdd2bc
Source dataset
uspto-grants-1976_04
Patent number
US03948922

Reaction notes

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