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
| Boiling point | 93-95 °C/0.2 mmHg (lit.) |
|---|---|
| Density | 1.139 g/mL at 25 °C (lit.) |
| refractive index |
n |
| 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 |
|
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 |
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
| Supplier | Tel | 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 | |
|---|---|---|---|---|---|---|---|---|
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2020-01-13 | PHENYL VINYL SULFOXIDE
20451-53-0
|
$5.50 | 1KG | 98%min | 1kg-100kg | Career Henan Chemical Co |
-

- PHENYL VINYL SULFOXIDE
20451-53-0
- $5.50
- 98%min
- Career Henan Chemical Co
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