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

The Pinoacetaldehydes

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Photo by permission of M. Roudintska - Art & Parfum

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(1S,5R)-(+)-Pinoacetaldehyde - Probability levels of significant differentiation between the enantiomer pairs - >95.0% with 42 untrained panelists; >95.0% with 20 expert panelists; overall >98.0% (all 62 panelists).

Theimer's personal comments indicates that he had no problem in differentiating the enantiomers of the pinoacetaldehydes since the laevo had a "hydroxycitronellal" character and the dextro reminded of cyclohexyl acetaldehyde.

= 3-[(1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]propanal

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

Mans Boelens has described the odor of IFF's Pinoacetaldehyde as - strong aldehydic intense pine note with green herbal, melon and ozone qualities, PMP 2001 - Database of Perfumery Materials & Performance, Leffingwell & Associates, Canton, GA (USA)

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(1R,5S)-(+)-Pinoacetaldehyde - Probability levels of significant differentiation between the enantiomer pairs - >95.0% with 42 untrained panelists; >95.0% with 20 expert panelists; overall >98.0% (all 62 panelists).

Theimer's personal comments indicates that he had no problem in differentiating the enantiomers of the pinoacetaldehydes since the laevo had a "hydroxycitronellal" character and the dextro reminded of cyclohexyl acetaldehyde.

= 3-[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]propanal

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

Mans Boelens has described the odor of IFF's Pinoacetaldehyde as - strong aldehydic intense pine note with green herbal, melon and ozone qualities, PMP 2001 - Database of Perfumery Materials & Performance, Leffingwell & Associates, Canton, GA (USA)

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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