181060-04-8

Basic information

• Product Name: Cyclohexanecarboxaldehyde, 1-(ethylthio)-
• CAS NO: 181060-04-8
• Molecular Formula: C9H16OS
• Molecular Weight: 172.291
• Mol File: 181060-04-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Cyclohexanecarboxaldehyde, 1-(ethylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanecarboxaldehyde, 1-(ethylthio)-(181060-04-8)
• EPA Substance Registry System: Cyclohexanecarboxaldehyde, 1-(ethylthio)-(181060-04-8)

Safety Data

• Hazardous Substances Data: 181060-04-8(Hazardous Substances Data)

Upstream product

• 110-81-6 Diethyl disulfide 
• 53282-55-6 (trimethylsiloxymethylidene)cyclohexane 
• 2043-61-0 cyclohexanecarbaldehyde 
• 158393-97-6 Acetic acid (1-chloro-cyclohexyl)-methoxy-methyl ester 
• 75-08-1 ethanethiol 

Relevant articles and documents

Scope and limitations of the [1,2]-alkylsulfanyl (SMe, SEt and SCH2Ph) and sulfanyl (SH) migration in the stereospecific synthesis of substituted tetrahydrofurans

Acid catalysed rearrangement of a series of 4-RS-1,3-diols (R = Me, Et, Bn and H) with toluene-p-sulfonic acid in dichloromethane gives stereospecifically substituted tetrahydrofurans via a [1,2]-SR shift in near quantitative yield. We comment on the structural variation of the migrating (RS) substituent and that of the migration origin and terminus on the outcome of the title reaction. We also report on the surprising similarity between an alkylsulfanyl (RS) and sulfanyl (SH) migrating group.

Efficient alkylsulfanyl (SMe, SEt and SCH2Ph) and sulfanyl (SH) migration in the stereospecific synthesis of substituted tetrahydrofurans

Treatment of a series of 4-RS-1,3-diols (R = Me, Et, Bn and H) with TsOH in CH2Cl2 gives substituted tetrahydrofurans. We discuss the scope of this reaction using structural variation of the migrating (RS) substituent. All reactions proceeded in high yield and give synthetically useful products.