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471259

Sigma-Aldrich

Methanesulfonyl chloride

≥99.7%

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

Quality Level

Assay

≥99.7%

refractive index

n20/D 1.452 (lit.)

bp

60 °C/21 mmHg (lit.)

density

1.48 g/mL at 25 °C (lit.)

storage temp.

2-8°C

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. 1 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 3 Oral - 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.
Vaillancourt V
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)
Shengzhuang Tang et al.
The Journal of organic chemistry, 85(5), 2945-2955 (2020-02-06)
Despite its importance in the design of photocaged molecules, less attention is focused on linker chemistry than the cage itself. Here, we describe unique uncaging properties displayed by two coumarin-caged thymidine compounds, each conjugated with (2) or without (1) an
Base-free monosulfonylation of amines using tosyl or mesyl chloride in water
Kamal A
Tetrahedron Letters, 49(2), 348-353 (2008)
Maurizio Tamba et al.
Journal of the American Chemical Society, 129(28), 8716-8723 (2007-06-22)
The one-electron reduction of methanesulfonyl chloride (MeSO2Cl) leads, in the first instance, to an electron adduct MeSO2Cl(.)(-) which lives long enough for direct detection and decays into sulfonyl radicals MeSO2(.) and Cl(-), with k = 1.5 x 10(6) s(-1). Both

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