87143-67-7

Basic information

• Product Name: 4,4-dimethyl-3-phenylthiohex-5-en-2-one
• Synonyms: 4,4-dimethyl-3-phenylthiohex-5-en-2-one
• CAS NO: 87143-67-7
• Molecular Weight: 234.362
• Mol File: 87143-67-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4,4-dimethyl-3-phenylthiohex-5-en-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4-dimethyl-3-phenylthiohex-5-en-2-one(87143-67-7)
• EPA Substance Registry System: 4,4-dimethyl-3-phenylthiohex-5-en-2-one(87143-67-7)

Safety Data

• Hazardous Substances Data: 87143-67-7(Hazardous Substances Data)

Upstream product

• 18293-99-7 Prenyltrimethylsilane 
• 69753-43-1 1-chloro-1-phenylthio-2-propanone 
• 5042-53-5 1-(phenylsulfanyl)acetone 
• 870-63-3 prenyl bromide 

Relevant articles and documents

Rearrangements of 2-Phenylthioethanols with Alkenyl, Alkynyl, Ester, and Other Functionalised Alkyl Substituents at the Migration Origin: Synthesis of γ-Phenylthiocrotonate Esters

The effects of functional groups near the migration origin in and PhS shifts are explored: an α-CO2R group prevents migration, α or β vinyl groups have only steric effects, alkynyl or CO2Et groups encourage rearrangement and provide routes to γ-phenylthio unsaturated esters and ketones.

REGIOSPECIFIC ALLYLATION OF SULFUR SUBSTITUTED ACTIVE METHYLENE COMPOUNDS WITH ALLYLIC BROMIDES

Allylation of sulfur substituted active methylene compounds such as RSCH2Y with allylic bromides in the presence of bases gives a mixture of the SN2-product and the apparent SN2'-product.The former product is selectively obtained in alkylation in a nonpolar solvent.Synthetic utility of this regiospecific allylation is demonstrated in the simple synthesis of pellitorine.