Chirality & Odour Perception
John C. Leffingwell, Ph.D.

The 3-(Methylthio)-hexanols

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Photo by permission of M. Roudintska - Art & Parfum

(R)-(-)-3-(methylthio)-hexan-1-ol - herbaceous, weak; also described as weaker, sulfury and herbaceous

Ref: A. Bernreuther, U. Epperlein and B. Koppenhoefer, Enantiomers: why they are important and how to resolve the, in Techniques for Analyzing Food Aroma, Ray Marseli, Ed., CRC Press, 1996, pp 143-208; Ronald Bentley, The Nose as a Stereochemist. Enantiomers and Odor, Chemical Reviews, 2006, 106, 4099-4112; Werkhoff, P.; Guntert, M.; Krammer G.; Sommer, H.; Kaulen, J.; Vacuum Headspace Method in Aroma Research: Flavor Chemistry of Yellow Passion Fruits, J. Agric. Food Chem., 46(3); 1076-1093, 1998; Georg Heusinger and Armin Mosandl, Chirale, schwefelhaltige aromastoffe der gelben passionsfrucht (passiflora edulis f. flavicarpa), darstellung der enantiomeren und absolute konfiguration, Tetrahedron Letters, Volume 25, Issue 5, 1984, Pages 507-510

(S)-(+)-3-(methylthio)-hexan-1-ol - exotic, fruity; also described as exotic and tropical fruit

Ref: A. Bernreuther, U. Epperlein and B. Koppenhoefer, Enantiomers: why they are important and how to resolve the, in Techniques for Analyzing Food Aroma, Ray Marseli, Ed., CRC Press, 1996, pp 143-208; Ronald Bentley, The Nose as a Stereochemist. Enantiomers and Odor, Chemical Reviews, 2006, 106, 4099-4112; Werkhoff, P.; Guntert, M.; Krammer G.; Sommer, H.; Kaulen, J.; Vacuum Headspace Method in Aroma Research: Flavor Chemistry of Yellow Passion Fruits, J. Agric. Food Chem., 46(3); 1076-1093, 1998; Georg Heusinger and Armin Mosandl, Chirale, schwefelhaltige aromastoffe der gelben passionsfrucht (passiflora edulis f. flavicarpa), darstellung der enantiomeren und absolute konfiguration, Tetrahedron Letters, Volume 25, Issue 5, 1984, Pages 507-510

Cyclic Terpenoid Odorants

Bicyclic Terpenoid Odorants

Acyclic Terpenoid Odorants

Ionones, Irones, Damascones & Structurally Related Odorants

Acyclics (Alcohols, Esters, Acids, Aldehydes)

Lactones

Sesquiterpenoid Related Odorants

Steroid Urine Type Odorants

Sandalwood Type Odorants

Musk Odorants

Miscellaneous

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