Title: Methanesulfonyl Chloride
CAS Registry Number: 124-63-0
Additional Names: Mesyl chloride
Molecular Formula: CH3ClO2S
Molecular Weight: 114.55
Percent Composition: C 10.49%, H 2.64%, Cl 30.95%, O 27.93%, S 27.99%
Line Formula: CH3SO2Cl
Literature References: Reagent used in solution with pyridine to introduce mesyl groups in organic synthesis. Prepn: L. Carius, Ann. 114, 140 (1860); T. B. Johnson, J. M. Sprague, J. Am. Chem. Soc. 58, 1348 (1936); C. R. Noller, P. J. Hearst, ibid. 70, 3955 (1948). Environmentally-friendly synthesis: S. Mukhopadhyay et al., Chem. Commun. 2004, 472. Thermodynamics: J. P. Guthrie et al., Can. J. Chem. 76, 929 (1998). Synthetic applications: J. H. Looker, J. Org. Chem. 17, 510 (1952); W. E. Truce, C. W. Vriesen, J. Am. Chem. Soc. 75, 5032 (1953); Y. Morimoto et al., Chem. Lett. 1998, 829; P. A. Jacobi, E. H. Sessions, Jr., Synth. Commun. 33, 2575 (2003).
Properties: Liquid. d418 1.4805. bp730 161°; bp21 60°. nD23 1.451. Practically insol in water; sol in alcohol, ether.
Boiling point: bp730 161°; bp21 60°
Index of refraction: nD23 1.451
Density: d418 1.4805
Use: In the synthesis of photographic and agricultural chemicals, pharmaceutical intermediates. As a stabilizer; catalyst; curing and chlorinating agent; precursor to methanesulfonic acid. |