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

The 4-Methylhexanoic acids

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Photo by permission of M. Roudintska - Art & Parfum

(R)-(+)-4-methylhexanoic acid - stronger than (S)-(-)-isomer, more fatty; GC-O has confirmed both enantiomers to possess acidic, fatty notes, with the (R)-enantiomer being more potent (Dregus et al.).

Ref: Mans H. Boelens, Harrie Boelens & Leo J. van Gemert, Perfumer & Flavorist, Vol. 18, No. 6, 1-15, 1993; Ohloff, G. Odorous properties of enantiomeric compounds. In Olfaction and Taste IV, Proceedings of the Fourth International Symposium; Schneider, D., Ed.; Wiss. Verlagsgesellschaft: Stuttgart, Germany, 1972; pp 156-160; Márta Dregus, Hans-Georg Schmarr, Eisuke Takahisa, and Karl-Heinz Engel, J. Agric. Food Chem., 2003, 51 (24), pp 7086–7091

(S)-(-)-4-methylhexanoic acid - caprylic, slightly fatty; GC-O has confirmed both enantiomers to possess acidic, fatty notes, with the (R)-enantiomer being more potent (Dregus et al.).

Ref: Mans H. Boelens, Harrie Boelens & Leo J. van Gemert, Perfumer & Flavorist, Vol. 18, No. 6, 1-15, 1993; Ohloff, G. Odorous properties of enantiomeric compounds. In Olfaction and Taste IV, Proceedings of the Fourth International Symposium; Schneider, D., Ed.; Wiss. Verlagsgesellschaft: Stuttgart, Germany, 1972; pp 156-160; Márta Dregus, Hans-Georg Schmarr, Eisuke Takahisa, and Karl-Heinz Engel, J. Agric. Food Chem., 2003, 51 (24), pp 7086–7091

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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