34008-91-8

Basic information

• Product Name: Allylethyl sulfone
• Synonyms: Allylethyl sulfone
• CAS NO: 34008-91-8
• Molecular Formula: C₅H₁₀O₂S
• Molecular Weight: 202.31372
• Mol File: 34008-91-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 250.1°C at 760 mmHg
• Flash Point: 118.3°C
• Appearance: /
• Density: 1.055g/cm³
• Vapor Pressure: 0.035mmHg at 25°C
• Refractive Index: 1.443
• CAS DataBase Reference: Allylethyl sulfone(CAS DataBase Reference)
• NIST Chemistry Reference: Allylethyl sulfone(34008-91-8)
• EPA Substance Registry System: Allylethyl sulfone(34008-91-8)

Safety Data

• Hazardous Substances Data: 34008-91-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C5H10O2S/c1-3-5-8(6,7)4-2/h3H,1,4-5H2,2H3

Upstream product

• 5296-62-8 allyl ethyl sulfide 
• 65832-95-3 (E)-ethyl 1-propenyl sulfone 
• 69113-41-3 (Z)-ethyl 1-propenyl sulfone 
• 106-95-6 allyl bromide 
• 594-44-5 Ethanesulfonyl chloride 
• 75-03-6 ethyl iodide 
• 682-91-7 ethyl ethanethiosulfonate 
• 16212-05-8 (allylsulfonyl)benzene 
• 2550-04-1 allyltriethoxysilane 

Downstream Products

• 1448510-33-5 S-(1,7-dioxo-1,7-diphenylheptan)-4-yl O-ethyl carbonodithioate 
• 1469985-56-5 C₁₅H₁₉NO₂ 

Relevant articles and documents

SO2 conversion to sulfones: Development and mechanistic insights of a sulfonylative Hiyama cross-coupling

A Pd-catalyzed Hiyama cross-coupling reaction using SO2 is described. The use of silicon-based nucleophiles leads to the formation of allyl sulfones under mild conditions with a broad functional group tolerance. Control experiments coupled with DFT calculations shed light on the key steps of the reaction mechanism, revealing the crucial role of a transient sulfinate anion.

Synthesis of allyl sulfones from potassium allyltrifluoroborates

Potassium allyltrifluoroborates underwent a bora-ene reaction with sulfur dioxide in the absence of Lewis acid catalysts to give sulfinyloxy-trifluoroborates, which subsequently undergo alkylation with electrophiles to produce sulfones in up to 91% yield. Benzyl halides and haloacetic acid derivatives can be used as the alkylation reagents while the Sanger reagent undergoes a SNAr reaction with sulfinyloxy-trifluoroborates to produce the corresponding 2,4-dinitrophenylsulfone. The developed method allows the transformation of potassium allyltrifluoroborates into allyl sulfones.

A convenient synthesis of sulfones using zinc mediated coupling reaction of sulfonyl chlorides with alkyl halides in aqueous media

An efficient procedure for the preparation of sulfones has been developed through a simple reaction of aromatic sulfonyl chlorides with suitable alkyl halides mediated by commercial zinc powder in aqueous media at 0 °C ~ room temperature.