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

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

[Furfuryl imines of Carvone]

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Photo by permission of M. Roudintska - Art & Parfum

(+)-(5S)-N-2-Furfuryl-(5-isopropenyl-2-methyl)cyclohex-2-en-1-imine - Carvone-like, spearmint character which gets stronger with time, metallic, menthol sidenote

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

= (5S)-(+)-N-(furan-2-ylmethyl)-2-methyl-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-2-Furfuryl-(5-isopropenyl-2-methyl)cyclohex-2-en-1-imine - Carvone-like, very mild

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

= (5R)-(-)-N-(furan-2-ylmethyl)-2-methyl-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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