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

The Myrtenals

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Photo by permission of M. Roudintska - Art & Parfum

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(1S,5R)-(+)-Myrtenal - Probability levels of significant differentiation between the enantiomer pairs - >99.0% with 96 untrained panelists; >99.0% with 28 expert panelists; overall >99.9% (all 124 panelists).

Theimer's personal comments indicates that he had no problem in differentiating the enantiomers - the d- and l-myrtenals suggested cuminic aldehyde and cyclohexyl acetaldehyde respectively.

= (1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carbaldehyde

Ref: E.T. Theimer and Mina R. McDaniel, Odor and optical activity, J. Soc. Cosmet. Chem. 22, 5-26 (1971)

Commercial Myrtenal has been described by Mosciano, et. al. - "cooling, green, minty with spicy woody notes" odor and a "minty, green and cooling with powdery spicy notes" taste at 30 ppm. (Perfumer & Flavorist, Vol. 15, January/February 1990, p. 24)

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(1R,5S)-(+)-Myrtenal - Probability levels of significant differentiation between the enantiomer pairs - >99.0% with 96 untrained panelists; >99.0% with 28 expert panelists; overall >99.9% (all 124 panelists).

Theimer's personal comments indicates that he had no problem in differentiating the enantiomers - the d- and l-myrtenals suggested cuminic aldehyde and cyclohexyl acetaldehyde respectively.

= (1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carbaldehyde

Ref: E.T. Theimer and Mina R. McDaniel, Odor and optical activity, J. Soc. Cosmet. Chem. 22, 5-26 (1971)

Commercial Myrtenal has been described by Mosciano, et. al. - "cooling, green, minty with spicy woody notes" odor and a "minty, green and cooling with powdery spicy notes" taste at 30 ppm. (Perfumer & Flavorist, Vol. 15, January/February 1990, p. 24)

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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