76822-08-7

Basic information

• Product Name: 7-Phenylsulfanyl-bicyclo[3.2.0]hept-2-en-6-one (racemic)
• Synonyms: 7-Phenylsulfanyl-bicyclo[3.2.0]hept-2-en-6-one (racemic)
• CAS NO: 76822-08-7
• Molecular Formula: C₁₃H₁₂OS
• Molecular Weight: 216.303
• Mol File: 76822-08-7.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 7-Phenylsulfanyl-bicyclo[3.2.0]hept-2-en-6-one (racemic)(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Phenylsulfanyl-bicyclo[3.2.0]hept-2-en-6-one (racemic)(76822-08-7)
• EPA Substance Registry System: 7-Phenylsulfanyl-bicyclo[3.2.0]hept-2-en-6-one (racemic)(76822-08-7)

Safety Data

• Hazardous Substances Data: 76822-08-7(Hazardous Substances Data)

Upstream product

• 7031-27-8 (phenylthio)acetic acid chloride 
• 542-92-7 cyclopenta-1,3-diene 
• 934-87-2 S-phenyl thioacetate 
• 72228-26-3 S-phenyl 2-diazoethanethiolate 

Downstream Products

• 56380-61-1 7-methyl-exo-7-(phenylthio)bicyclo<3.2.0>hept-2-en-6-one 
• 92901-52-5 2-<1-(phenylthio)buten-1-yl>-3-cyclopentenecarboxylic acid 

Relevant articles and documents

Rhodium-Catalyzed Rearrangement of α-Diazo Thiol Esters to Thio-Substituted Ketenes. Application in the Synthesis of Cyclobutanones, Cyclobutenones, and β-Lactams

Exposure of α-diazo thiol esters (1) to the action of catalytic rhodium(II) acetate leads to a remarkably facile "thia-Wolff rearrangement", producing thio-substituted ketenes which combine with a variety of ketenophiles to provide access to α-thiocyclobutanones, cyclobutenones, and β-lactams. Reductive desulfurization of these cycloadducts takes place under mild conditions and in excellent yield, and this sequence thus represents a useful new alternative to the existing dichloroketene-based methodology for the synthesis of four-membered carbocycles and heterocycles.