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305227

Sigma-Aldrich

Phenyl vinylsulfonate

95%

Synonym(s):

Phenyl ethylenesulfonate, Vinylsulfonic acid phenyl ester

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About This Item

Linear Formula:
CH2=CHSO3C6H5
CAS Number:
Molecular Weight:
184.21
Beilstein:
2044718
MDL number:
UNSPSC Code:
12352100
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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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)
Mild and practical cycloaddition reactions of furans with phenyl vinyl sulfonate.
Klein LL and Deeb TM.
Tetrahedron Letters, 26(33), 3935-3938 (1985)

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