72653-67-9

Basic information

• Product Name: 2-(1-phenylthiobutyl)cyclopentanone
• Synonyms: 2-(1-phenylthiobutyl)cyclopentanone
• CAS NO: 72653-67-9
• Molecular Weight: 248.389
• Mol File: 72653-67-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-(1-phenylthiobutyl)cyclopentanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1-phenylthiobutyl)cyclopentanone(72653-67-9)
• EPA Substance Registry System: 2-(1-phenylthiobutyl)cyclopentanone(72653-67-9)

Safety Data

• Hazardous Substances Data: 72653-67-9(Hazardous Substances Data)

Upstream product

• 1126-80-3 (n-butylthio)benzene 
• 120-92-3 cyclopentanone 
• 72653-47-5 α-chlorobutyl phenyl sulfide 
• 19980-43-9 1-(trimethylsilyloxy)cyclopentene 

Downstream Products

• 56292-42-3 (E)-2-butylidene-1-cyclopentanone 
• 934-42-9 2-butylcyclopentanone 

Relevant articles and documents

α-ALKYLATION AND α-ALKYLIDENATION OF CARBONYL COMPOUNDS BY O-SILYLATED ENOLATE PHENYLTHIOALKYLATION

For many reactions next to a carbonyl group, the use of O-silylated enolate chemistry offers improvements in yield and selectivity over the corresponding reactions of Group I metal enolates.In the case of α-alkylation of carbonyl compounds, Lewis acid (TiCl4 or ZnBr2) promoted phenylthioalkylation of O-silylated enolates 3 by α-chlorosulphides 4 (R3=H, Me, Prn, Pri, Bui, and Me3Si), followed by reductive sulphur removal by Raney nickel, 5->6, is found to be a reliable method for this synthetically important C-C bond forming step.An alternative sulphur elimination pathway via the sulphoxide, 5->7, allows the regio- and stereocontrolled α-alkylidenation of carbonyl compounds.The phenylthioalkylation reaction is applicable to ketones, aldehydes, esters, and lactones.