19158-57-7

Basic information

• Product Name: (2-(4-chlorophenyl)-2-oxoethyl)dimethylsulfonium bromide
• Synonyms: (2-(4-chlorophenyl)-2-oxoethyl)dimethylsulfonium bromide
• CAS NO: 19158-57-7
• Molecular Weight: 295.628
• Mol File: 19158-57-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (2-(4-chlorophenyl)-2-oxoethyl)dimethylsulfonium bromide(CAS DataBase Reference)
• NIST Chemistry Reference: (2-(4-chlorophenyl)-2-oxoethyl)dimethylsulfonium bromide(19158-57-7)
• EPA Substance Registry System: (2-(4-chlorophenyl)-2-oxoethyl)dimethylsulfonium bromide(19158-57-7)

Safety Data

• Hazardous Substances Data: 19158-57-7(Hazardous Substances Data)

Upstream product

• 75-18-3 dimethylsulfide 
• 536-38-9 4-chlorobenzoylmethyl bromide 

Downstream Products

• 92634-91-8 [(1R,2R,3S)-2-Benzoyl-3-(4-chloro-phenyl)-cyclopropyl]-(4-chloro-phenyl)-methanone 
• 92634-91-8 [(1R,2S,3S)-2-Benzoyl-3-(4-chloro-phenyl)-cyclopropyl]-(4-chloro-phenyl)-methanone 
• 105372-55-2 2,6-bis(4-chlorophenyl)-4-(furan-2-yl)pyridine 
• 85957-62-6 2-(4-chlorophenyl)-4-(4-fluorophenyl)-6-(thiophen-2-yl)pyridine 
• 82158-51-8 (4-chlorophenyl)(naphtho[2,3-b]furan-2-yl)methanone 

Relevant articles and documents

Water-Mediated Intramolecular Cyclization/Oxidation of α-Carbonyl Sulfur Ylides: Synthesis of Corey-Chaykovsky Reagent Type Heterocycles

A new class of Corey-Chaykovsky reagent type five-membered heterocycles with an oxosulfonium ylide moiety has been synthesized by the water-mediated intramolecular cyclization/oxidation of α-carbonyl sulfur ylides generated in situ from sulfonium salts under mild conditions.

Synthesis of functionalized thietanes via electrophilic carbenoid-induced ring expansion of thiiranes with sulfonium acylmethylides as carbene precursors

Various functionalized thietanes were prepared from thiiranes via an electrophilic ring expansion with rhodium carbenoids as electrophiles generated from safe and readily accessible dimethylsulfonium acylmethylides. The reaction appears to proceed through electrophilic metallocarbenoid-induced activation of thiiranes, nucleophilic ring-opening of the activated thiiranes with dimethyl sulfide as a transient nucleophile, and nucleophilically intramolecular cyclization. The Umpolung from the nucleophilic ylides to the electrophilic carbenoids plays an important role in both the activation and ring opening of thiiranes and subsequent cyclization. The current method provides a new strategy for the efficient preparation of functionalized thietanes from readily available thiiranes.