38509-16-9

Basic information

• Product Name: Benzene, [(2,2-dimethoxy-1-phenylethyl)thio]-
• CAS NO: 38509-16-9
• Molecular Formula: C16H18O2S
• Molecular Weight: 274.384
• Mol File: 38509-16-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzene, [(2,2-dimethoxy-1-phenylethyl)thio]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [(2,2-dimethoxy-1-phenylethyl)thio]-(38509-16-9)
• EPA Substance Registry System: Benzene, [(2,2-dimethoxy-1-phenylethyl)thio]-(38509-16-9)

Safety Data

• Hazardous Substances Data: 38509-16-9(Hazardous Substances Data)

Upstream product

• 101-48-4 phenylacetaldehyde dimethyl acetal 
• 132531-83-0 2-phenyl-1-(phenylsulfenyl)-1,2-bis(trifluoroacetoxy)ethane 
• 40110-66-5 (E)-2-phenyl-1-(phenylsulfinyl)ethene 
• 40110-65-4 (+/-)_S-(Z)-2-phenyl-1-(phenylsulfinyl)ethene 
• 67-56-1 methanol 
• 931-59-9 benzenesulfenyl chloride 
• 14371-25-6 2-bromo-1,1-dimethoxy-2-phenylethane 
• 108-98-5 thiophenol 
• 16619-61-7 1-phenyl-2-phenylthioethene 
• 89036-90-8 2-Methoxy-1-phenyl-2-phenylsulfanyl-ethanol 

Downstream Products

• 38509-26-1 α-Phenylsulfonyl-β-methoxy-styrol 
• 121862-20-2 5-methoxy-2,2-dimethyl-6-phenyl-6-(phenylthio)-3-hexanone 
• 38509-24-9 [2,2-dimethoxy-1-(phenylsulfonyl)ethyl]benzene 

Relevant articles and documents

ANODIC FUNCTIONALIZATION OF VINYL SULFIDES. FORMAL ACCESS TO GEM OR VICINAL ARYL THIOETHER DICATIONS

The anodic oxidation of a number of vinyl thioethers has been performed in CH3CN-Et3N,3HF.Results clearly show that the reactivity of the vinyl sulfide radical cation depends on several factors as structure of substrates and nucleophilic conditions.For example a dimerization occurred from the unsubstituted vinyl sulfide 1a (CH2=CH-SPh) whereas α,β- and/or β,β-difluoro sulfides were obtained from substituted homologues.In order to understand this reactivity the anodic behaviour of 1a and 1b (Ph-CH=CH-SPh) has been especially analysed in two other nucleophilic media (CH3OH/Et3N,3HF and AcOH/AcOK) leading respectively to methoxylation and acetoxylation of starting compounds.Comparison with electrofluorination results has allowed us to propose a mechanism involving an intermediary episulfonium ion which could explain the formation and ratio of the products isolated.Key Words: vinyl sulfides; enol thioethers; anodic oxidation; electrochemistry; fluorination; methoxylation; acetoxylation; formal dication; fluorosulfides

Peculiar Aspects of the Anodic Oxidation of Vinylic Sulfides

In the anodic oxidation of vinylic sulfides on platinum in acetonitrile, a non-classical sulfonium ion explains satisfactorily the transfer of the thioether group leading to an aldehyde in the presence of water, or its acetal in the presence of methanol.Some other reactions depend on the structure of the substrate, particularly the dimerization into anodically inactive forms likely to decompose during the work-up, to lead in some cases to masked ketenes having the structure of a gem-disulfide.