56631-64-2

Basic information

• Product Name: 2-Cycloocten-1-one, 2-(phenylthio)-
• CAS NO: 56631-64-2
• Molecular Formula: C14H16OS
• Molecular Weight: 232.346
• Mol File: 56631-64-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-Cycloocten-1-one, 2-(phenylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cycloocten-1-one, 2-(phenylthio)-(56631-64-2)
• EPA Substance Registry System: 2-Cycloocten-1-one, 2-(phenylthio)-(56631-64-2)

Safety Data

• Hazardous Substances Data: 56631-64-2(Hazardous Substances Data)

Upstream product

• 55705-18-5 2-(phenylsulfinyl)cyclooctanone 
• 77086-38-5 ketene t-butyldimethylsilyl methyl acetal 
• 931-59-9 benzenesulfenyl chloride 
• 14088-64-3 2-Diazacyclooctanone 
• 1459-36-5 2-oxo-cyclooctanecarbaldehyde 
• 502-49-8 cycloactanone 

Relevant articles and documents

Chemistry of O-Silylated Ketene Acetals: Preparation of α-Siloxy Phenyl Sulfides and Methyl 3-(Phenylthio)butyrates from Alkyl Phenyl Sulfoxides

Treatment of alkyl phenyl sulfoxides (2a-h) with O-methyl-O-tert-butyldimethylsilyl ketene acetal (1a) in dry acetonitrile in the presence of a catalytic amount of zinc iodide caused a Pummerer-type rearrangement to give α-siloxy phenyl sulfides (3a-h) under mild conditions.On the oder hand, treatment of the sulfoxide (2d) with O-methyl-O-trimethylsilyl ketene acetals (1b,c) under similar conditions gave carbon-carbon bond-formed products, methyl 3-(phenylthio)-butyrates (8 and 9).Keywords - O-methyl-O-tert-butyldimethylsilyl ketene acetal; alkyl phenyl sulfoxide; Pummerer rearrangement; α-siloxy phenyl sulfide; O-methyl-O-trimethylsilyl ketene acetal; carbon-carbon bond forming reaction; methyl 3-(phenylthio)butyrate; α-siloxy sulfide reaction

REGIOSPECIFIC SYNTHESIS OF α-(PHENYLTHIO)CYCLOALKENONES AND OF α-PHENYL-α-(PHENYLTHIO)KETONES VIA αα-ADDITION OF PHENYLSULPHENYL CHLORIDE TO α-DIAZOKETONES

Cyclic α-diazoketones react with phenylsulphenyl chloride at room temperature to furnish α-chloro-α-(phenylthio)cycloalkanones which undergo ready dehydrochlorination to α-(phenylthio)cycloalkenones when treated with triethylamine; acyclic, terminal α-diazoketones also furnish α-chloro-α-(phenylthio)adducts which are useful electrophiles in the synthesis of α-phenyl-α-(phenylthio)ketones.