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247197

Sigma-Aldrich

Methyl vinyl sulfone

≥97%

Synonym(s):

(Methylsulfonyl)ethene, 1-Methylsulfonylethene, 1-Methylsulfonylethylene, Methanesulfonylethene, Methyl vinyl sulphone, Vinyl methyl sulfone

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About This Item

Linear Formula:
H2C=CHSO2CH3
CAS Number:
Molecular Weight:
106.14
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

≥97%

form

liquid

contains

0.02% p-tert-butylphenol as stabilizer

refractive index

n20/D 1.463 (lit.)

bp

115-117 °C/19 mmHg (lit.)

density

1.212 g/mL at 25 °C (lit.)

functional group

sulfone

storage temp.

2-8°C

SMILES string

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

InChI

1S/C3H6O2S/c1-3-6(2,4)5/h3H,1H2,2H3

InChI key

WUIJTQZXUURFQU-UHFFFAOYSA-N

Gene Information

Application

Methyl vinyl sulfone has been used:
  • as derivatization reagent in an improved method for detection of pseudouridine in nucleoside mixtures by capillary HPLC-mass spectrometry
  • in preparation of methylsulfonylethyl cellulose via Michael addition to cotton fabric
  • in Heck vinylation of aryl halides

Pictograms

Skull and crossbonesCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 4 Oral - Eye Dam. 1

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

>235.4 °F - closed cup

Flash Point(C)

> 113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Structural components in methyl vinyl sulfone modified cotton cellulose.
Rowland SP, et al.
Canadian Journal of Chemistry, 44(9), 1051-1058 (1966)
T J Warr et al.
Mutation research, 245(3), 191-199 (1990-11-01)
Methyl vinyl sulphone (MVS) is a labile, Michael-reactive chemical, similar in structure to acrylamide (AA). Given that acrylamide is a reference mammalian mutagen and a rodent carcinogen, studies were undertaken to evaluate the potential genotoxicity of MVS. In common with
M D Shelby et al.
Mutation research, 250(1-2), 431-437 (1991-09-01)
Methyl vinyl sulfone and divinyl sulfone were tested for the induction of dominant lethal mutations and micronucleated bone-marrow erythrocytes in male mice. These chemicals were chosen for study because of their similarities in structure and chemical reactivity to acrylamide which
Synthesis, 3495-3495 (2006)
K L Dearfield et al.
Mutagenesis, 6(6), 519-525 (1991-11-01)
Over the past several years, we have been evaluating the mutagenicity and clastogenicity of compounds capable of Michael-type reactions. These compounds, including acrylamide, several acrylate and methacrylate esters, vinyl sulfones, and phorone, have been evaluated using TK+/- -3.7.2C mouse lymphoma

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