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Sigma-Aldrich

Methanesulfonyl chloride

purum, ≥98.0% (AT)

Synonym(s):

Methyl sulfonyl chloride, Mesyl chloride

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About This Item

Linear Formula:
CH3SO2Cl
CAS Number:
Molecular Weight:
114.55
Beilstein:
506297
EC Number:
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

grade

purum

Quality Level

Assay

≥98.0% (AT)

refractive index

n20/D 1.452 (lit.)
n20/D 1.452

bp

60 °C/21 mmHg (lit.)

density

1.48 g/mL at 25 °C (lit.)

SMILES string

CS(Cl)(=O)=O

InChI

1S/CH3ClO2S/c1-5(2,3)4/h1H3

InChI key

QARBMVPHQWIHKH-UHFFFAOYSA-N

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Application

Methanesulfonyl chloride can be used for the mesylation of primary alcohols to synthesize the corresponding methanesulfonates. It may also be used for the conversion of amines to the corresponding sulfonamides.

Pictograms

Skull and crossbonesCorrosion

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 2

Flash Point(F)

215.6 °F - closed cup

Flash Point(C)

102 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Methanesulfonyl Chloride.
e-EROS Encyclopedia of Reagents for Organic Synthesis (2007)
Methanesulfonyl Chloride.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2007)
Water-solvent method for tosylation and mesylation of primary alcohols promoted by KOH and catalytic amines.
Morita J I
Green Chemistry, 7(10), 711-715 (2005)
Base-free monosulfonylation of amines using tosyl or mesyl chloride in water
Kamal A
Tetrahedron Letters, 49(2), 348-353 (2008)
Yasuhiro Torisawa et al.
Bioorganic & medicinal chemistry letters, 17(2), 448-452 (2006-10-28)
Continuing search for beneficial additive toward the Beckmann rearrangement (BR) of indanone oxime has revealed that common Lewis acid catalyst in methanesulfonyl chloride (MsCl) showed increasing efficiency in this ionic rearrangement. The new protocol with MsCl is superior to the

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