6122. Methyl Sulfate

Nomenclature

CAS number: 75-93-4
Sulfuric acid monomethyl ester; methylsulfuric acid; methyl hydrogen sulfate; monomethyl sulfate; methyl bisulfate.
CH4O4S; mol wt 112.11.
C 10.71%, H 3.60%, O 57.08%, S 28.60%.
CH3OSO2OH.

Description and references

Prepn from methanol and methyl chlorosulfonate: Levaillant, Simon, Compt. Rend. 169, 855 (1919); from methanol and sulfuric acid: Dumas, Peligot, Ann. 15, 40 (1835); from sulfur trioxide and methanol below 0°: Chamberlain et al., BIOS Final Report No. 1482, pp 6 and 8 (1946). Review: C. M. Suter, The Organic Chemistry of Sulfur (John Wiley, 1944) pp 18-23.

Chemical structure

Properties

Oily liquid; does not solidify at 30°. d415 1.45-1.47. Freely sol in water, less sol in alcohol. Miscible with ether.

Derivative

Barium salt.

Nomenclature

CAS number: 513-17-7
Barium methyl sulfate.
C2H6BaO8S2; mol wt 359.52.
C 6.68%, H 1.68%, Ba 38.20%, O 35.60%, S 17.84%.

Properties

Dihydrate, efflorescent crystals. Sol in water, alc.

Derivative

Calcium salt.

Nomenclature

CAS number: 563-33-7
Calcium methyl sulfate; calcium sulfomethylate.
C2H6CaO8S2; mol wt 262.27.
C 9.16%, H 2.31%, Ca 15.28%, O 48.80%, S 24.45%.

Properties

Crystals. Soluble in water.
See also Dimethyl Sulfate.

Use

In sulfonation; as solvent in bromination of indigo dyes.