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Phenyl vinyl sulfoxide

CAS No.
20451-53-0
Chemical Name:
Phenyl vinyl sulfoxide
Synonyms
NISTC20451530;VINYL PHENYL SULFOXIDE;(Vinylsulfinyl)benzene;Phenyl vinyl sulfoxide;phenyl vinyl sulphoxide;Sulfoxide, phenyl vinyl;PhenylVinylSulfoxide>(Ethenylsulfinyl)benzene;Phenyl ethenyl sulfoxide;Phenyl (ethenyl) sulfoxide
CBNumber:
CB6277969
Molecular Formula:
C8H8OS
Molecular Weight:
152.21
MDL Number:
MFCD00002086
MOL File:
20451-53-0.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:54:10

Phenyl vinyl sulfoxide Properties

Boiling point 93-95 °C/0.2 mmHg (lit.)
Density 1.139 g/mL at 25 °C (lit.)
refractive index n20/D 1.585(lit.)
Flash point >230 °F
storage temp. 2-8°C
solubility sol most organic solvents
form liquid
color deeply yellow
BRN 2039218
InChI 1S/C8H8OS/c1-2-10(9)8-6-4-3-5-7-8/h2-7H,1H2
InChIKey MZMJHXFYLRTLQX-UHFFFAOYSA-N
SMILES C=CS(=O)c1ccccc1
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

PPE Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
Hazard Codes  Xi
Risk Statements  41
Safety Statements  24/25-39-26
WGK Germany  3
HS Code  2930909899
Storage Class 10 - Combustible liquids
NFPA 704
1
0 0

Phenyl vinyl sulfoxide price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 213306 Phenyl vinyl sulfoxide 95% 20451-53-0 5g $178 2026-04-30 Buy
TCI Chemical P0863 Phenyl Vinyl Sulfoxide >95.0%(GC) 20451-53-0 5g $184 2026-04-30 Buy
TCI Chemical P0863 Phenyl Vinyl Sulfoxide >95.0%(GC) 20451-53-0 25g $649 2026-04-30 Buy
Biosynth VAA45153 Phenyl Vinyl Sulfoxide 20451-53-0 25g $1128.5 2026-06-05 Buy
Biosynth VAA45153 Phenyl Vinyl Sulfoxide 20451-53-0 50g $1570 2026-06-05 Buy
Product number Packaging Price Buy
213306 5g $178 Buy
P0863 5g $184 Buy
P0863 25g $649 Buy
VAA45153 25g $1128.5 Buy
VAA45153 50g $1570 Buy

Phenyl vinyl sulfoxide Chemical Properties, Uses, Production

Uses

Phenyl vinyl sulfoxide is used as acetylene equivalent in Diels-Alder, dipolar cycloaddition, and Michael reactions; can be deprotonated to the unsaturated α-sulfinyl carbanion; undergoes additive Pummerer reactions.

Preparation

Phenyl vinyl sulfoxide can be prepared by reaction of a carbanion with chiral arylsulfinates derived from menthol or glucose, or N-sulfinyloxazolidinones of norephedrine or phenylalanine, or by sequential arylation-vinylation of sulfites derived from lactic acid or aminosulfites derived from ephedrine (99+% ee).

Synthesis Reference(s)

The Journal of Organic Chemistry, 61, p. 2260, 1996 DOI: 10.1021/JO960178X

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.

Precautions

As with most optically active sulfoxides, Phenyl vinyl sulfoxide racemizes in the presence of acids. Use in a fume hood.

Phenyl vinyl sulfoxide Preparation Products And Raw materials

Raw materials

Preparation Products

Global Suppliers ( 78)
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
TCI (Shanghai) Development Co., Ltd. 021-67121386 Sales-CN@TCIchemicals.com China 24512 81
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Capot Chemical Co., Ltd +86 (0) 571 85 58 67 18 China 18187 66
Shanghai Longsheng chemical Co.,Ltd. 58099637 13585536065 sales@shlschem.com China 9880 59
Shanghai Hanhong Scientific Co.,Ltd. 021-54306202 13764082696 info@hanhongsci.com China 42917 64
Shandong Xiya Chemical Co., Ltd 13355009207 13355009207 3007715519@qq.com China 18722 57
Syntechem Co.,Ltd info@syntechem.com China 12973 57
TOKYO CHEMICAL INDUSTRY CO., LTD. 03-36680489 Sales-JP@TCIchemicals.com Japan 28364 80

View Latest Price from Phenyl vinyl sulfoxide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
PHENYL VINYL SULFOXIDE pictures 2020-01-13 PHENYL VINYL SULFOXIDE
20451-53-0
$5.50 1KG 98%min 1kg-100kg Career Henan Chemical Co
(Vinylsulfinyl)benzene Sulfoxide, phenyl vinyl phenyl vinyl sulphoxide Benzene, (ethenylsulfinyl)- NISTC20451530 VINYL PHENYL SULFOXIDE (Ethenylsulfinyl)benzene Phenyl (ethenyl) sulfoxide Phenyl ethenyl sulfoxide PhenylVinylSulfoxide> Phenyl vinyl sulfoxide 20451-53-0 C6H5SOCHCH2 Organic Building Blocks Sulfoxides Sulfur Compounds Building Blocks Organic Building Blocks Sulfoxides Sulfur Compounds