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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)
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
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
Gert Emmerechts et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 825(2), 233-238 (2005-07-21)
A method is presented for improved detection of pseudouridine in nucleoside mixtures based on the specific derivatization with methyl vinyl sulfone followed by analysis by capillary HPLC-mass spectrometry. Reaction conditions were optimized in order to obtain the best yield and
G B Gordon et al.
Carcinogenesis, 12(12), 2393-2396 (1991-12-01)
The induction of quinone reductase [QR; NAD(P)H:(quinone acceptor) oxidoreductase; EC 1.6.99.2] in cultured cells and animal tissues of rodents has provided useful information on mechanisms of protection against carcinogens. We have developed a simple and efficient microtiter plate assay for
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