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

The DihydroCassyranes

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Photo by permission of M. Roudintska - Art & Parfum

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(+)-(2S,5S)-Dihydrocassyrane - Odor description: Fruity-winey, cassis odor with aspects of raspberry and strawberry, and a slightly fatty tonality.

Odor threshold: 24 ng/L air.

= (+)-(2S,5S)-2-tert-Butyl-5-methyl-2-propyltetrahydrofuran

Ref: Mouhib, H., Stahl, W., Lüthy, M., Büchel, M. and Kraft, P. (2011), Cassis Odor through Microwave Eyes: Olfactory Properties and Gas-Phase Structures of all the Cassyrane Stereoisomers and its Dihydro Derivatives. Angewandte Chemie International Edition, 50: 5576–5580

Cassyrane is a registered trademark of Givaudan S.A.

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(-)-(2R,5R)-Dihydrocassyrane - Odor description: Fruity, green, agrestic odor with fresh, slightly oily rosy aspects.

Odor threshold: 354 ng/L air.

= (-)-(2R,5R)-2-tert-Butyl-5-methyl-2-propyltetrahydrofuran

Ref: Mouhib, H., Stahl, W., Lüthy, M., Büchel, M. and Kraft, P. (2011), Cassis Odor through Microwave Eyes: Olfactory Properties and Gas-Phase Structures of all the Cassyrane Stereoisomers and its Dihydro Derivatives. Angewandte Chemie International Edition, 50: 5576–5580

Cassyrane is a registered trademark of Givaudan S.A.

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(+)-(2R,5S)-Dihydrocassyrane - Odor description: Weak, fruity, cassis-type odor with fresh, camphoraceous and slightly woody facets.

Odor threshold: 101 ng/L air.

= (+)-(2R,5S)-2-tert-Butyl-5-methyl-2-propyltetrahydrofuran

Ref: Mouhib, H., Stahl, W., Lüthy, M., Büchel, M. and Kraft, P. (2011), Cassis Odor through Microwave Eyes: Olfactory Properties and Gas-Phase Structures of all the Cassyrane Stereoisomers and its Dihydro Derivatives. Angewandte Chemie International Edition, 50: 5576–5580

Cassyrane is a registered trademark of Givaudan S.A.

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(-)-(2S,5R)-Dihydrocassyrane - Odor description: Fruity, agrestic odor reminiscent of rosemary with a clary sage effect and terpenic-woody, somewhat fatty nuances.

Odor threshold: 20 ng/L air.

= (-)-(2S,5R)-2-tert-Butyl-5-methyl-2-propyltetrahydrofuran

Ref: Mouhib, H., Stahl, W., Lüthy, M., Büchel, M. and Kraft, P. (2011), Cassis Odor through Microwave Eyes: Olfactory Properties and Gas-Phase Structures of all the Cassyrane Stereoisomers and its Dihydro Derivatives. Angewandte Chemie International Edition, 50: 5576–5580

Cassyrane is a registered trademark of Givaudan S.A.

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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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