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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

Assay

99%

form

solid

mp

67-69 °C (lit.)

solubility

organic solvents: soluble(lit.)

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.

Application

Phenyl vinyl sulfone was used as a common reagent in a variety of cycloaddition reactions to form cyclopropanes, cyclohexenes and cyclooctadienes.

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

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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Aldrichimica Acta, 15, 34-34 (1982)
Tetrahedron Letters, 34, 7583-7583 (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.
M Varenberg et al.
Journal of the Royal Society, Interface, 5(24), 785-789 (2007-10-18)
To analyse the performance of mushroom-shaped fibrillar adhesive microstructure, its behaviour was studied during different stages of attachment-loading-detachment cycle. Visualizing the evolutions of real contact area of single microfibres, it is shown that the mushroom-shaped geometry of contact elements promotes
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