30058-54-9

Usage

Uses

Used in Organic Synthesis:
α-dichloromethyl phenylsulfoxide is used as a reagent in organic synthesis for its unique chemical properties that facilitate various chemical reactions and the formation of new compounds.
Used in Pharmaceutical Industry:
α-dichloromethyl phenylsulfoxide is used as a pharmaceutical intermediate for its potential role in the development of new drugs, leveraging its chemical structure to create novel therapeutic agents.
Used in Antimicrobial Applications:
α-dichloromethyl phenylsulfoxide is used as an antibacterial and antifungal agent due to its demonstrated properties against certain microorganisms, making it a candidate for further research and potential use in antimicrobial formulations.
Used in Environmental Research:
α-dichloromethyl phenylsulfoxide is used in environmental research to study its impact on aquatic organisms, helping to understand its ecotoxicological profile and inform safe handling and disposal practices.

Upstream product

• 7605-25-6 ethyl phenylsulfenylacetate 
• 63006-68-8 tert-butyl (phenylthio)acetate 
• 1193-82-4 racemic methyl phenyl sulfoxide 

Downstream Products

• 86001-93-6 (1,1-Dichloro-nonane-1-sulfinyl)-benzene 
• 86001-94-7 (1,1-Dichloro-undecane-1-sulfinyl)-benzene 
• 86001-95-8 (1,1-Dichloro-tridecane-1-sulfinyl)-benzene 
• 86002-01-9 1-Benzenesulfinyl-1,1-dichloro-nonan-2-ol 
• 86002-06-4 1-(Benzenesulfinyl-dichloro-methyl)-cyclohexanol 
• 86002-03-1 2-Benzenesulfinyl-2,2-dichloro-1-(4-methoxy-phenyl)-ethanol 
• 86002-07-5 1-(Benzenesulfinyl-chloro-methyl)-2-methyl-cyclohexanol 
• 38042-51-2 α-Chlormethyl-(p-nitrophenyl)-phenylsulfoxid 
• 85462-05-1 1-(Benzenesulfinyl-chloro-methyl)-2-nitro-benzene 
• 1025936-72-4 2-benzenesulfinyl-1-(3,4-bis-benzyloxy-2-fluoro-phenyl)-2,2-dichloro-ethanol 
• 945983-04-0 C₁₅H₁₄Cl₂O₂S₂ 
• 945983-13-1 C₁₉H₂₀Cl₂O₂S 
• 945983-14-2 C₁₉H₂₀Cl₂O₂S 
• 945983-16-4 C₁₇H₁₆Cl₂O₂S 

Relevant academic research and scientific papers

Asymmetric Synthesis of α,α-dichlorosulphoxides from Substituted Thioacetates and Sodium Hypochlorite in β-Cyclodextrin Complexes

The reaction of β-cyclodextrin complexes of substituted thioacetates (1) with sodium hypochlorite in aqueous medium gives optically active α,α-dichlorosulphoxides (2) in good yields with an enantiomeric excess (e.e.) of up to 53percent.

Reactions of organoboranes with carbanions bearing three potential leaving groups: unusual processes, products and mechanisms

Known reagents that transfer three alkyl groups of a trialkylborane intramolecularly to a single carbon atom lack features to influence stereochemistry. We have investigated four reagents of type LiCCl2X, where X might be amenable to variation. All behaved differently. With X=OR (R=cyclohexyl, menthyl), the reagent decomposed, leading to only low yields of triple migration products. With X=S(O)Ph, a single migration occurred, followed by isomerisation to boron enolate-like species that hydrolysed to α-chloroalkyl phenyl sulfoxides or reacted with aldehydes to aldol-like products. With X=SO2Ph, the major product was the corresponding α,α-dichloroalkyl phenyl sulfone, apparently formed through a redox reaction. With X=S(O)(NMe)Ph, products of three intramolecular alkyl migrations were obtained with unhindered trialkylboranes. Attempts have been made to gain understanding of the sulfoxide process by investigating proportions of aldol-like products, using X-ray crystallography and ab initio calculations.

A short synthesis of highly substituted furans from alkenyl aryl ketones with dichloromethyl phenyl sulfoxide

Two-step synthesis of 2-aryl-5-(phenylsulfanyl)furans was achieved starting from alkenyl aryl ketones and dichloromethyl phenyl sulfoxide. The phenylsulfanyl group was successfully converted to other functional groups, via sulfinyl group, to give highly substituted 2-arylfurans in good overall yields.