6097. Methyl Methanesulfonate

Nomenclature

CAS number: 66-27-3
Methanesulfonic acid methyl ester; methyl methanesulfonic acid; as-dimethyl sulfite; methyl mesylate; MMS.
C2H6O3S; mol wt 110.13.
C 21.81%, H 5.49%, O 43.58%, S 29.12%.

Description and references

Prepn: A. Arbusow, P. Pischtschimuka, Chem. Zentralbl. II, 685 (1909); W. E. Bissenger et al., J. Am. Chem. Soc. 70, 3940 (1948). Metabolism: E. A. Barnsley, Biochem. J. 106, 18p (1968). Mutagenicity studies: U. H. Ehling et al., Mutat. Res. 5, 417 (1968); J. Moutschen, ibid. 8, 581 (1969). Review of carcinogenicity studies: IARC Monographs 7, 253-260 (1974). Review of comparative mutagenicity of MMS and ethyl methanesulfonate, q.v.: S. Kondo, Environ. Sci. Res. 24, 743-785 (1981).

Chemical structure

Properties

Liquid, bp753 203°, bp0.6 59°. d420 1.2943; nD20 1.4140. Soly in water about 1:5, in DMF about 1:1. Slightly sol in nonpolar solvents.

Caution

This substance is reasonably anticipated to be a human carcinogen: Report on Carcinogens, Eleventh Edition (PB2005-104914, 2004) p III-171.

Use

Exptlly as mutagen, teratogen, brain carcinogen.