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

The 3-Hydroxy-2-octanones

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Photo by permission of M. Roudintska - Art & Parfum

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(3R)-3-Hydroxy-2-octanone - a mushroom-like, fresh grass odour.

Aroma extract dilution analysis was applied to determine the flavour dilution factors of the two enantiomers. The flavour dilution factor of the (R)-enantiomer was 1024, which is much higher than that of (S)-enantiomer (256). Thus the (R)-enantiomer is considerably stronger.

= (3R)-3-hydroxyoctan-2-one

Ref: Liu, Y.-g., Chen, K., Li, C., Zhang, S., Chen, H., Tian, H.-y. and Sun, B.-g. (2012), Preparation and characteristic odour of optically active 3-hydroxy-2-octanone. Flavour Fragr. J., 27: 393–396.

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(3S)-3-Hydroxy-2-octanone - a mushroom-like, earthy note

Aroma extract dilution analysis was applied to determine the flavour dilution factors of the two enantiomers. The flavour dilution factor of the (R)-enantiomer was 1024, which is much higher than that of (S)-enantiomer (256). Thus the (R)-enantiomer is considerably stronger.

= (3S)-3-hydroxyoctan-2-one

Ref: Liu, Y.-g., Chen, K., Li, C., Zhang, S., Chen, H., Tian, H.-y. and Sun, B.-g. (2012), Preparation and characteristic odour of optically active 3-hydroxy-2-octanone. Flavour Fragr. J., 27: 393–396.

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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