213306

Phenyl vinyl sulfoxide

95%

• Linear Formula: C₆H₅SOCH=CH₂
• CAS Number: 20451-53-0
• Molecular Weight: 152.21
• Beilstein/REAXYS Number: 2039218
• EC Number: 243-831-6
• MDL number: MFCD00002086
• UNSPSC Code: 12352100
• PubChem Substance ID: 24852679
• NACRES: NA.22

Properties

• 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: human ... LOC129293(129293)

Description

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.

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 230.0 °F - closed cup
• flash_point_c: 110 °C - closed cup
• ppe: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)