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269190

Sigma-Aldrich

Methanesulfonic anhydride

97%

Synonym(s):

Mesyl anhydride, Mesylic anhydride, Methanesulfonyl anhydride, Methylsulfonyl methanesulfonate

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About This Item

Linear Formula:
(CH3SO2)2O
CAS Number:
Molecular Weight:
174.20
Beilstein:
972316
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

3.3 (vs air)

Quality Level

Assay

97%

form

solid

bp

125 °C/4 mmHg (lit.)

mp

64-67 °C (lit.)

functional group

sulfonic acid

SMILES string

CS(=O)(=O)OS(C)(=O)=O

InChI

1S/C2H6O5S2/c1-8(3,4)7-9(2,5)6/h1-2H3

InChI key

IZDROVVXIHRYMH-UHFFFAOYSA-N

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General description

Methanesulfonic anhydride is an organic compound that is commonly used as a reagent for the preparation of methyl sulfonates (mesylates). It is also used in the synthesis of methanesulfonamides using various amine precursors. Additionally, the mixture of methanesulfonic anhydride and dimethyl sulfoxide can be used as an oxidizing agent for the oxidation of primary and secondary alcohols to aldehydes and ketones.

Application

Methanesulfonic anhydride can be used as an amine base to synthesize glycosyl mesylates in situ from the corresponding free hemiacetals under mild conditions.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1A

Supplementary Hazards

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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