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

The p-Menthen-8-thiols

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Photo by permission of M. Roudintska - Art & Parfum

(S)-(-)-1-p-menthen-8-thiol - grapefruit, possesses a more fruity and less sulfury note than its (R)-(+)-enantiomer

Odor Threshold = 0.00008 ppb

Ref: E.P. Demole & P. Enggist, U.S. Patent No. 4,478,865, October 23, 1984; E. Demole. P. Enggist, G. Ohloff, Helv. Chim. Acta, 65, 1785 (1982); Mans H. Boelens, Harrie Boelens & Leo J. van Gemert, Perfumer & Flavorist, Vol. 18, No. 6, 1-15, 1993; see also - Lehmann D., Dietrich A., Hener U., and Mosandl A., Stereoisomeric Flavour Compounds LXX, 1-p-Menthene-8-thiol: Separation and sensory evaluation of the enantiomers by enantioselective gas chromatography/ olfactometry, Phytochem. Anal. (1995) 6, 255-257

 

(R)-(+)-1-p-menthen-8-thiol - grapefruit, but less fruity than the (S)-(-)-enantiomer

Odor Threshold = 0.00002 ppb

Ref: E.P. Demole & P. Enggist, U.S. Patent No. 4,478,865, October 23, 1984; E. Demole. P. Enggist, G. Ohloff, Helv. Chim. Acta, 65, 1785 (1982); Mans H. Boelens, Harrie Boelens & Leo J. van Gemert, Perfumer & Flavorist, Vol. 18, No. 6, 1-15, 1993; see also - Lehmann D., Dietrich A., Hener U., and Mosandl A., Stereoisomeric Flavour Compounds LXX, 1-p-Menthene-8-thiol: Separation and sensory evaluation of the enantiomers by enantioselective gas chromatography/ olfactometry, Phytochem. Anal. (1995) 6, 255-257

 

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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