71309-71-2

Basic information

• Product Name: 2H-Pyran-2-one, tetrahydro-3-[(phenylthio)methyl]-
• Synonyms: 2H-Pyran-2-one,tetrahydro-3-[(phenylthio)methyl]
• CAS NO: 71309-71-2
• Molecular Formula: C12H14O2S
• Molecular Weight: 222.30300
• Mol File: 71309-71-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2H-Pyran-2-one, tetrahydro-3-[(phenylthio)methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyran-2-one, tetrahydro-3-[(phenylthio)methyl]-(71309-71-2)
• EPA Substance Registry System: 2H-Pyran-2-one, tetrahydro-3-[(phenylthio)methyl]-(71309-71-2)

Safety Data

• Hazardous Substances Data: 71309-71-2(Hazardous Substances Data)

Upstream product

• 542-28-9 3,4,5,6-tetrahydro-2H-pyran-2-one 
• 71309-70-1 ((3,4-dihydro-2H-pyran-6-yl)oxy)trimethylsilane 
• 7205-91-6 phenylthiomethyl chloride 

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.