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64270

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/REAXYS Number:
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

signalword

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

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

wgk_germany

WGK 2

flash_point_f

215.6 °F - closed cup

flash_point_c

102 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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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)
Zdzisław Brzozowski et al.
Journal of medicinal chemistry, 45(2), 430-437 (2002-01-11)
A new series of 8-chloro-5,5-dioxoimidazo[1,2-b][1,4,2]benzodithiazine derivatives 8-25 with heteroaryloxycarbonyl or heteroarylcarbamoyl substituents at position 7 have been synthesized as potential antitumor agents. In this procedure a novel type of mixed anhydride 7 was prepared from 8-chloro-5,5-dioxoimidazo[1,2-b][1,4,2]benzodithiazine-7-carboxylic acid 6 and methanesulfonyl

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