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

The gamma-Ionones

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Photo by permission of M. Roudintska - Art & Parfum

(R)-(-)-gamma-Ionone - Weak green, fruity, pineapple-like odor with metallic aspects, quite different from the typical ionone odor; however, slightly woody, ionone-type nuances are also present.

Odor Threshold = 11 ppb in air

= (1'R)-(-)-4-(2',2'-Dimethyl-6'-methylene-cyclohexyl)-but-3-en-2-one

 Ref: Elisabetta Brenna, Claudio Fuganti, Stefano Serra, and Philip Kraft, Optically Active Ionones and Derivatives: Preparation and Olfactory Properties, Eur. J. Org. Chem. 2002, 967-978

(S)-(+)-gamma-Ionone - Linear, very pleasant, floral, green, woody odor with a very natural violet tonality; the most powerful and pleasant isomer.

Odor Threshold = 0.07 ppb in air

= (1'S)-(+)-4-(2',2'-Dimethyl-6'-methylene-cyclohexyl)-but-3-en-2-one

 Ref: Elisabetta Brenna, Claudio Fuganti, Stefano Serra, and Philip Kraft, Optically Active Ionones and Derivatives: Preparation and Olfactory Properties, Eur. J. Org. Chem. 2002, 967-978

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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