72653-48-6

Basic information

• Product Name: α-chloroisobutyl phenyl sulfide
• Synonyms: α-chloroisobutyl phenyl sulfide
• CAS NO: 72653-48-6
• Molecular Weight: 200.732
• Mol File: 72653-48-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: α-chloroisobutyl phenyl sulfide(CAS DataBase Reference)
• NIST Chemistry Reference: α-chloroisobutyl phenyl sulfide(72653-48-6)
• EPA Substance Registry System: α-chloroisobutyl phenyl sulfide(72653-48-6)

Safety Data

• Hazardous Substances Data: 72653-48-6(Hazardous Substances Data)

Upstream product

• 13307-61-4 Isobutylthiobenzene 
• 108-98-5 thiophenol 

Downstream Products

• 72653-51-1 2-(1-phenylthio-2-methylpropyl)cyclohexanone 
• 115120-17-7 Thioacetic acid S-(1-benzenesulfonyl-2-methyl-propyl) ester 
• 102104-36-9 2-Benzenesulfinyl-2-chloro-1-(4-chloro-phenyl)-2-cyclohexyl-ethanol 
• 102104-35-8 8-(1-Benzenesulfinyl-1-chloro-2-methyl-propyl)-1,4-dioxa-spiro[4.5]decan-8-ol 
• 102104-34-7 1-(1-Benzenesulfinyl-1-chloro-2-methyl-propyl)-cyclohexanol 
• 95150-10-0 1,2-epoxy-2-(4-chlorophenyl)-1-cyclohexyl-1-phenylsulfinylethane 
• 95110-76-2 2''-isopropyl-2''-phenylsulfinyldispiro<1,3-dioxolane-2,1'-cyclohexane-4',1''-oxirane> 
• 95110-75-1 2'-isopropyl-2'-phenylsulfinylspiro 
• 95110-79-5 2-(4-chlorophenyl)-1-cyclohexylethanone 
• 102104-37-0 1-(Benzenesulfinyl-chloro-cyclohexyl-methyl)-cyclohexanol 
• 95110-49-9 2'-cyclohexyl-2'-phenylsulfinylspiro 
• 119-60-8 dicyclohexyl ketone 
• 27998-66-9 2-Chlor-2-<(phenylthio)methyl>propan 
• 115120-14-4 Thioacetic acid S-(2-methyl-1-phenylsulfanyl-propyl) ester 

Relevant articles and documents

Thioalkylation of Enolates, II. α-Thioalkylation of Zinc Enolates to α,α-Disubstituted Ketones

An α-alkylation of the 2-methylcycloalkanones 1 and 4 at the higher substituted carbon can be achieved by thioalkylation of the corresponding zinc enolates with the α-chlorosulfides 3.The desulfurization can be carried out with either Raney nickel or lithium in diethylamine for compounds which contain double or triple bonds. Key Words: Zinc enolates, thioalkylation of / Ketones, α,α-disubstituted / Desulfurization

Diastereoselectivity in the Diels-Alder Reactions of Thioaldehydes

The Diels-Alder reaction of thioaldehydes with cyclopentadiene occurs with a preference for the endo isomer.The highest selectivity is observed for thioaldehydes RCHS where R is a bulky group such as tert-butyl or isopropyl.Thioaldehydes having α-alkoxy, acetoxy, or siloxy substituents also react with useful endo selectivity.Secondary orbital overlap is a small factor in these reactions since α-oxo thioaldehydes react with relatively low endo selectivity.Steric effects are primarily responsible for the endo preferences observed.The Diels-Alder reactions of chiral α-oxygen substituted thioaldehydes also occur with useful thioformyl face selectivity.A Cornforth transition state 5 is most likely for the selectivity observed for α-alkoxy or acetoxy thioaldehydes, but the α-hydroxy analogue 23 reacts with the opposite facial preference.The highest face selectivity is obtained with the acetonide of thioglyceraldehyde, generated by photolysis of the phenacyl sulfide 15b.

α-Alkylation and α-alkylidenation of carbonyl compounds: Lewis acid-promoted phenylthioalkylation of o-silylated enolates

The O-silylated enolates of ketones, aldehydes, esters, and lactones can be phenylthioalkylated in the presence of Lewis acids; reductive or oxidative sulphur-removal gives the regiospecifically α-alkylated or alkylidenated carbonyl compounds.