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

The (2Z,6Z)-2,6-Nonadien-4-olides

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Photo by permission of M. Roudintska - Art & Parfum

(4S)-(+)-(2Z,6Z)-2,6-Nonadien-4-olide - weak odor described as "powdery and coumarin-like lactonic"

= (+)-(5S)-5-[(2Z)-pent-2-en-1-yl]furan-2(5H)-one

Ref: Yasuo Miyashita and Kenji Mori, Synthesis of Both the Enantiomers of (2Z,6Z)-2,6-Nonadien-4-olide, the Possible Male-Secreted Sex Pheromone froma Pyralid Moth, Aphomia gularis Zeller, Agric. Biol Chem., 45 (11), 2521-2526, 1981

(4R)-(-)-(2Z,6Z)-2,6-Nonadien-4-olide - strong odor described to be "waxy and jasmin-like lactonic"

= (-)-(5R)-5-[(2Z)-pent-2-en-1-yl]furan-2(5H)-one

Ref: Yasuo Miyashita and Kenji Mori, Synthesis of Both the Enantiomers of (2Z,6Z)-2,6-Nonadien-4-olide, the Possible Male-Secreted Sex Pheromone froma Pyralid Moth, Aphomia gularis Zeller, Agric. Biol Chem., 45 (11), 2521-2526, 1981

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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