Methanesulfonic acid

Methanesulfonic acid
Structural formula	Ball-and-stick model
Names
	IUPAC name Methanesulfonic acid
	Other names Methylsulfonic acid, MSA
Identifiers
CAS Number	75-75-2 ;
3D model (JSmol)	Interactive image;
ECHA InfoCard	100.000.817
EC Number	200-898-6;
PubChem CID	6395;
CompTox Dashboard (EPA)	DTXSID4026422 ;
	InChI InChI=1/CH4O3S/c1-5(2,3)4/h1H3,(H,2,3,4)/f/h2H;
	SMILES CS(=O)(=O)O;
Properties
Chemical formula	CH4O3S
Molar mass	96.10 g·mol−1
Density	1.48 g/cm3
Melting point	17-19 °C
Boiling point	167 ºC /10 mmHg
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Methanesulfonic acid is a colorless liquid with the chemical formula CH₃SO₃H. It is the simplest of the alkylsulfonic acids. Salts and esters of methanesulfonic acid are known as mesylates.

It may be considered an intermediate compound between sulfuric acid (H₂SO₄), and methylsulfonylmethane ((CH₃)₂SO₂), effectively replacing an -OH group with a -CH₃ group at each step. This pattern can extend no further in either direction without breaking down the -SO₂ group.

Methanesulfonic acid can be used in the generation of borane (BH₃). By reacting methanesulfonic acid with NaBH₄ in an aprotic solvent such as THF or DMS, the complex of BH₃ and the solvent is formed.^[1]

References

^ Lobben, Paul C.; Leung, Simon Shun-Wang; Tummala, Srinivas (2004). "Integrated Approach to the Development and Understanding of the Borane Reduction of a Carboxylic Acid†". Org. Proc. Res. Dev. 8: 1072. doi:10.1021/op049910h.

[1] Lobben, Paul C.; Leung, Simon Shun-Wang; Tummala, Srinivas (2004). "Integrated Approach to the Development and Understanding of the Borane Reduction of a Carboxylic Acid†". Org. Proc. Res. Dev. 8: 1072. doi:10.1021/op049910h.

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