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

The p-Mentha-1,8-dien-4-ols

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Photo by permission of M. Roudintska - Art & Parfum

(4R)-p-mentha-1,8-dien-4-ol - when highly diluted, it has a flowery smell reminiscent of freshly sliced cucumbers, but in high concentrations this is accompanied by an unpleasant metallic subnote

Ref: François Delay, Günther Ohloff, Synthesis of (R)- and (S)-p-Mentha-1,8-dien-4-ols from (R)-Limonene, Helvetica Chimica Acta, Volume 62, Issue 7, Date: 31 October 1979, Pages: 2168-2173

(4S)-p-mentha-1,8-dien-4-ol - the odor is considerbly stronger than its enantiomer and is dominated by a heavy, earthy, urinous-animal tonality reminiscent of decaying straw in a stable, the phenolic character being comparable to that of methyl 3,6-dimethyl-resorcylate obtained from the essential oil of oakmoss.

Ref: François Delay, Günther Ohloff, Synthesis of (R)- and (S)-p-Mentha-1,8-dien-4-ols from (R)-Limonene, Helvetica Chimica Acta, Volume 62, Issue 7, Date: 31 October 1979, Pages: 2168-2173

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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