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241717

Sigma-Aldrich

Phenyl vinyl sulfone

99%

Synonym(s):

(Ethenesulfonyl)benzene, (Ethenylsulfonyl)benzene, Ethenyl phenyl sulfone, Vinylsulfonylbenzene

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About This Item

Linear Formula:
C6H5SO2CH=CH2
CAS Number:
5535-48-8
Molecular Weight:
168.21
Beilstein:
1906894
EC Number:
226-890-2
MDL number:
MFCD00007554
UNSPSC Code:
12352100
PubChem Substance ID:
24854323
NACRES:
NA.22

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Quality Level

200

Assay

99%

form

solid

mp

67-69 °C (lit.)

solubility

organic solvents: soluble(lit.)

functional group

sulfone

SMILES string

C=CS(=O)(=O)c1ccccc1

InChI

1S/C8H8O2S/c1-2-11(9,10)8-6-4-3-5-7-8/h2-7H,1H2

InChI key

UJTPZISIAWDGFF-UHFFFAOYSA-N

Gene Information

human ... LOC129293(129293)

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General description

Phenyl vinyl sulfone, a synthetic inhibitor of cysteine protease, exhibits antihelminthic and antiprotozoal properties[1].

Application

Phenyl vinyl sulfone was used as a common reagent in a variety of cycloaddition reactions to form cyclopropanes[2], cyclohexenes[3][4] and cyclooctadienes[5].

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBB0111V
1451652V
BCBB0111
1451652
1451655

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Aldrichimica Acta, 15, 34-34 (1982)
Tetrahedron Letters, 34, 7583-7583 (1993)
Tetrahedron, 49, 5599-5599 (1993)
Tetrahedron, 49, 5495-5495 (1993)
Eric T Larson et al.
The Journal of biological chemistry, 284(39), 26839-26850 (2009-07-15)
The protozoan parasite Toxoplasma gondii relies on post-translational modification, including proteolysis, of proteins required for recognition and invasion of host cells. We have characterized the T. gondii cysteine protease cathepsin L (TgCPL), one of five cathepsins found in the T.
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