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213306

Sigma-Aldrich

Phenyl vinyl sulfoxide

95%

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About This Item

Linear Formula:
C6H5SOCH=CH2
CAS Number:
Molecular Weight:
152.21
Beilstein:
2039218
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

form

liquid

refractive index

n20/D 1.585 (lit.)

bp

93-95 °C/0.2 mmHg (lit.)

density

1.139 g/mL at 25 °C (lit.)

functional group

sulfoxide

storage temp.

2-8°C

SMILES string

C=CS(=O)c1ccccc1

InChI

1S/C8H8OS/c1-2-10(9)8-6-4-3-5-7-8/h2-7H,1H2

InChI key

MZMJHXFYLRTLQX-UHFFFAOYSA-N

Gene Information

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General description

Phenyl vinyl sulfoxide reacts with lithium enolates of ketones at -78°C in THF to yield bicyclo[n.2.0]alkan-1-ols. It also reacts with in situ generated (dialkylamino)magnesium reagent to yield symmetrical β-(dialkylamino)dithioacetals. It participates as an acetylene equivalent in Diels-Alder reactions.

Storage Class Code

10 - Combustible liquids

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

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