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

The N-Isobutyl-(5-isopropenyl-2-methyl)cyclohex-2-en-1-imines

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Photo by permission of M. Roudintska - Art & Parfum

(+)-(5S)-N-Isobutyl-(5-isopropenyl-2-methyl)cyclohex-2-en-1-imine - Not too pleasant at the beginning, reminiscent of amyl acetate, later reminiscent of cognac oil, sweet, methylchavicol-like and a clear liquorice note

= (5S)-(+)-Isobutyl-(5-isopropenyl-2-methyl-cyclohex-2-enylidene)-amine

= (5S)-(+)-2-methyl-N-(2-methylpropyl)-5-(prop-1-en-2-yl)cyclohex-2-en-1-imine

Ref: Buchbauer, G., J. Höfinghoff, and E. M. Hoffmann. "Schiff bases of (+)/(–)-carvone: influence of chirality on flavour." Zeitschrift für Lebensmitteluntersuchung und-Forschung A 208, no. 5-6 (1999): 305-307.

(-)-(5R)-N-Isobutyl-(5-isopropenyl-2-methyl)cyclohex-2-en-1-imine - Spearmint-like which gets stronger with the time, sweet side note

= (5R)-(-)-Isobutyl-(5-isopropenyl-2-methyl-cyclohex-2-enylidene)-amine

= (5R)-(-)-2-methyl-N-(2-methylpropyl)-5-(prop-1-en-2-yl)cyclohex-2-en-1-imine

Ref: Buchbauer, G., J. Höfinghoff, and E. M. Hoffmann. "Schiff bases of (+)/(–)-carvone: influence of chirality on flavour." Zeitschrift für Lebensmitteluntersuchung und-Forschung A 208, no. 5-6 (1999): 305-307.

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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