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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:
3680-02-2
Molecular Weight:
106.14
EC Number:
222-958-0
MDL number:
MFCD00007567
UNSPSC Code:
12352100
PubChem Substance ID:
24854858
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

human ... LOC129293(129293)

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[1]
  • in preparation of methylsulfonylethyl cellulose via Michael addition to cotton fabric[2]
  • in Heck vinylation of aryl halides[3]

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H302,H310,H318

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCJ0797
MKCJ0798
MKCB7152
MKBT2643V
MKBJ9646V

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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
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
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
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