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

The N-octyl-(5-isopropenyl-2-methyl)cyclohex-2-en-1-imines
[n-Octyl imines of Carvone]

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Photo by permission of M. Roudintska - Art & Parfum

(+)-(5S)-N-Octyl-(5-isopropenyl-2-methyl)cyclohex-2-en-1-imine - Green, mushroom-like, carvone-like, aldehyde-fatty

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

(5S)-(+)-2-methyl-N-octyl-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-Octyl-(5-isopropenyl-2-methyl)cyclohex-2-en-1-imine - Caraway note, fatty, mushroom-like which gets stronger with time, later also a weak jasmine note, reminiscent of octanol acetate

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

= (5R)-(-)-2-methyl-N-octyl-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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