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Sigma-Aldrich

Phenyl vinylsulfonate

95%

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Synonym(s):
Phenyl ethylenesulfonate, Vinylsulfonic acid phenyl ester
Linear Formula:
CH2=CHSO3C6H5
CAS Number:
Molecular Weight:
184.21
Beilstein:
2044718
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

bp

44-46 °C/2 mmHg (lit.)

mp

38-42 °C (lit.)

SMILES string

C=CS(=O)(=O)Oc1ccccc1

InChI

1S/C8H8O3S/c1-2-12(9,10)11-8-6-4-3-5-7-8/h2-7H,1H2

InChI key

CILDJVVXNMDAGY-UHFFFAOYSA-N

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General description

Phenyl vinylsulfonate is an ester. Palladium complex derived from a tetraphosphine-catalyzed Heck vinylation of phenyl vinylsulfonate was reported. Phenyl vinyl sulfonate reacts with various alkyl furan derivatives to yield the corresponding cycloadducts.

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Mild and practical cycloaddition reactions of furans with phenyl vinyl sulfonate.
Klein LL and Deeb TM.
Tetrahedron Letters, 26(33), 3935-3938 (1985)
Heck vinylations using vinyl sulfide, vinyl sulfoxide, vinyl sulfone, or vinyl sulfonate derivatives and aryl bromides catalyzed by a palladium complex derived from a tetraphosphine.
Battace A, et al.
Synthesis, 2006(20), 3495-3505 (2006)

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