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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:
124-63-0
Molecular Weight:
114.55
Beilstein:
506297
EC Number:
204-706-1
MDL number:
MFCD00007454
UNSPSC Code:
12352101
PubChem Substance ID:
24870710
NACRES:
NA.22

Quality Level

200

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
GHS06,GHS05

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Base-free monosulfonylation of amines using tosyl or mesyl chloride in water
Kamal A
Tetrahedron Letters, 49(2), 348-353 (2008)
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
Jan-Hendrik Kruse et al.
Macromolecular rapid communications, 40(10), e1800857-e1800857 (2019-01-18)
Polydehydroalanine (PDha) is a polyampholyte featuring both a -NH2 and a -COOH in every repeat unit and with that presents a rather high charge density. The synthesis and polymerization of two monomers, benzyl 2-tert-butoxycarbonylaminoacrylate and methyl 2-benzyloxycarbonylaminoacrylate is herein reported
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