385766-54-1

Basic information

• Product Name: 5-sulfanylhexan-3-one
• Synonyms: 3-hexanone, 5-mercapto-; 5-Mercaptohexan-3-one
• CAS NO: 385766-54-1
• Molecular Formula: C₆H₁₂OS
• Molecular Weight: 132.2239
• Mol File: 385766-54-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 189°C at 760 mmHg
• Flash Point: 68.1°C
• Density: 0.95g/cm³
• Vapor Pressure: 0.583mmHg at 25°C
• Refractive Index: 1.454
• CAS DataBase Reference: 5-sulfanylhexan-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-sulfanylhexan-3-one(385766-54-1)
• EPA Substance Registry System: 5-sulfanylhexan-3-one(385766-54-1)

Safety Data

• Hazardous Substances Data: 385766-54-1(Hazardous Substances Data)

Upstream product

• 2497-21-4 4-hexen-3-one 

Relevant articles and documents

Absolute Configurations and Sensory Properties of the Stereoisomers of a Homologous Series (C6-C10) of 2-Mercapto-4-alkanols

A homologous series (C6-C10) of 2-mercapto-4-alkanols was obtained by the addition of thioacetic acid to the respective alkenones and subsequent reduction with LiAlH4. Gas chromatographic separation of the stereoisomers was achieved using chiral stationary phases. Their absolute configurations were assigned by the correlation of 1H NMR data and enzyme-catalyzed kinetic resolutions. Odor thresholds and odor qualities were determined by capillary gas chromatography/olfactometry. Compared to the odor qualities reported for the isomeric 4-mercapto-2-alkanols, the homologous series of 2-mercapto-4-alkanols lacked fruity, tropical notes. There was no consistent correlation between the configurations and the odor qualities. However, the observed odor thresholds indicated the importance of the configuration of the asymmetric center bearing the hydroxyl group and the alkyl substituent. The length of this alkyl chain is a main driver for the odor properties, ranging from pungent, vegetable to earthy, mushroom notes.