Methanesulfonic anhydride

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Methanesulfonic anhydride
Skeletal formula
Ball-and-stick model
Names
IUPAC name
methylsulfonyl methanesulfonate
Other names
methanesulfonic acid methylsulfonyl ester
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.027.675
Properties
C2H6O5S2
Molar mass 174.20 g/mol
Appearance White solid
Density 0.92 g/ml[1]
Melting point 69.5–70 °C (157.1–158.0 °F; 342.6–343.1 K)[2]
Hydrolysis
Solubility Soluble in most aprotic organic solvents
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Methanesulfonic anhydride is the acid anhydride of methanesulfonic acid. Like methanesulfonyl chloride, it may be used to generate mesylates (methanesulfonyl esters). It is commercially available but may also be prepared by the reaction of phosphorus pentoxide with methanesulfonic acid at 80 °C.[2]

2 P2O5 + 6 CH3SO3H → 3 (CH3SO2)2O + 4 H3PO4

See also[edit]

References[edit]

  1. ^ Wachtmeister, C. A.; Pring, B.; Osterman, Siv; Ehrenberg, L.; Brunvoll, J.; Bunnenberg, E.; Djerassi, Carl; Records, Ruth (1966). "The Synthesis of Some Tritium-labelled Mutagenic Alkyl Alkanesulfonates". Acta Chemica Scandinavica. 20: 908–910. doi:10.3891/acta.chem.scand.20-0908. 
  2. ^ a b Field, Lamar; Settlage, Paul H. (March 1954). "Alkanesulfonic Acid Anhydrides". Journal of the American Chemical Society. 76 (5): 1222–1225. doi:10.1021/ja01634a005.