Methyl Fluorosulfonate
Structural Formula Vector Image
Title: Methyl Fluorosulfonate
CAS Registry Number: 421-20-5
CAS Name: Fluorosulfuric acid methyl ester
Additional Names: methyl fluorosulfate; methyl fluosulfonate
Trademarks: Magic Methyl (Aldrich)
Molecular Formula: CH3FO3S
Molecular Weight: 114.10
Percent Composition: C 10.53%, H 2.65%, F 16.65%, O 42.07%, S 28.10%
Line Formula: CH3OSO2F
Literature References: Prepn from dimethyl ether and fluosulfonic acid: J. Meyer, G. Schramm, Z. Anorg. Allg. Chem. 206, 24 (1932); from dimethyl sulfate and fluosulfonic acid: R. W. Alder, Chem. Ind. (London) 1973, 983. Electrochemical prepn: J. P. Coleman, D. Pletcher, Tetrahedron Lett. 1974, 147. Powerful methylating agent: M. G. Ahmed et al., Chem. Commun. 1968, 1533. Human toxicity: D. M. W. vanden Ham, D. van der Meer, Chem. Eng. News 54, 5 (Aug. 30, 1976); eidem, Chem. Ind. (London) 1976, 782. Toxicity study: M. Hite et al., Am. Ind. Hyg. Assoc. J. 40, 600 (1979).
Properties: Volatile liq, bp 92-94°, mp -95°. Severe Poison! d 1.412. nD20 1.3326. Good solvent for most organic compounds. Proton NMR absorption at tau 5.88. LD50 orally in mice: <112 mg/kg; LC50 1 hr for rats: 5-6 ppm (Hite).
Melting point: mp -95°
Boiling point: bp 92-94°
Index of refraction: nD20 1.3326
Density: d 1.412
Toxicity data: LD50 orally in mice: <112 mg/kg; LC50 1 hr for rats: 5-6 ppm (Hite)
CAUTION: Extremely toxic to humans. (vanden Ham, van der Meer). Exposure can cause fatal pulmonary edema.
Use: In organic synthesis as methylating agent.

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