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

The trans-Pinocarveols

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Photo by permission of M. Roudintska - Art & Parfum

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(1S,3R,5S)-(+)-trans-Pinocarveol - Probability levels of significant differentiation between the enantiomer pairs - >90.0% with 99 untrained panelists; >99.9% with 29 expert panelists; overall >99.9% (all 128 panelists).

Theimer's personal comments indicates that he had no problem in differentiating the enantiomers - the (-)- and (+)-pinocarveols "were easily separated by reminding of geraniol palmarosa and camphor respectively".

= (1S,3R,5S)-6,6-dimethyl-2-methylenebicyclo[3.1.1]heptan-3-ol

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

Commercial Pinocarveol has been described by Mosciano, et. al. - odor as "camphoreous, woody pine-like with fresh, cooling minty undernotes" and the taste (at 25 ppm) as "camphoreous, woody pine-like with a green thymol borneol nuance". (Perfumer & Flavorist, Vol. 20, March/April 1995, p. 40)

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(1R,3S,5R)-(-)-trans-Pinocarveol - Probability levels of significant differentiation between the enantiomer pairs - >90.0% with 99 untrained panelists; >99.9% with 29 expert panelists; overall >99.9% (all 128 panelists).

Theimer's personal comments indicates that he had no problem in differentiating the enantiomers - the (-)- and (+)-pinocarveols "were easily separated by reminding of geraniol palmarosa and camphor respectively".

= (1R,3S,5R)-6,6-dimethyl-2-methylenebicyclo[3.1.1]heptan-3-ol

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

Commercial Pinocarveol has been described by Mosciano, et. al. - odor as "camphoreous, woody pine-like with fresh, cooling minty undernotes" and the taste (at 25 ppm) as "camphoreous, woody pine-like with a green thymol borneol nuance". (Perfumer & Flavorist, Vol. 20, March/April 1995, p. 40)

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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