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

Florol®

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Photo by permission of M. Roudintska - Art & Parfum

(-)-(2R,4S)-Florol® - The second weakest in the series of Florol stereoisomers (odor threshold 520 ng/l air). Relatively weak, mainly fruity, grape-like, but also reminiscent of linalyl acetate and clary sage oil, with some nuances of dry herbs. [Purity of 98%; 91% ee]

= (-)-(2R,4S)-2-isobutyl-4-methyltetrahydro-2H-pyran-4-ol

Ref: Agnese Abate, Elisabetta Brenna, Giovanni Fronza, Claudio Fuganti, Francesco G. Gatti, Stefano Serra, and Enrica Zardoni, Preparation of the Enantiomerically Enriched Isomers of the Odorous Cyclic Ethers Clarycet® , Florol® , and Rhubafuran® by Enzymatic Catalysis, Helv. Chim. Acta, Vol. 87, 765-780 (2004)

Florol® is a registered trademark of Firmenich SA

(+)-(2S,4R)-Florol® - Odorless on GC olfactometry (odor threshold >600 ng/l air). The weakest of all Florol stereoisomers. Very weak in odor, mainly linalool and coumarine like, with some citric and hesperidic nuances. [Purity of 98%; 95% ee]

= (+)-(2S,4R)-2-isobutyl-4-methyltetrahydro-2H-pyran-4-ol

Ref: Agnese Abate, Elisabetta Brenna, Giovanni Fronza, Claudio Fuganti, Francesco G. Gatti, Stefano Serra, and Enrica Zardoni, Preparation of the Enantiomerically Enriched Isomers of the Odorous Cyclic Ethers Clarycet® , Florol® , and Rhubafuran® by Enzymatic Catalysis, Helv. Chim. Acta, Vol. 87, 765-780 (2004)

Florol® is a registered trademark of Firmenich SA

(+)-(2S,4S)-Florol® - Second most intense Florol stereoisomer (odor threshold 26 ng/l air), but already much weaker. Similar fresh-floral note as the enantiomer, but less sweet and also more linalool-type, more herbaceous, and more earthy in tonality. [Purity of 97%; 95% ee]

= (+)-(2S,4S)-2-isobutyl-4-methyltetrahydro-2H-pyran-4-ol

Ref: Agnese Abate, Elisabetta Brenna, Giovanni Fronza, Claudio Fuganti, Francesco G. Gatti, Stefano Serra, and Enrica Zardoni, Preparation of the Enantiomerically Enriched Isomers of the Odorous Cyclic Ethers Clarycet® , Florol® , and Rhubafuran® by Enzymatic Catalysis, Helv. Chim. Acta, Vol. 87, 765-780 (2004)

Florol® is a registered trademark of Firmenich SA

(-)-(2R,4R)-Florol® - Most pronounced and most intense Florol stereoisomer (odor threshold 1.21 ng/l air). Fresh, soft, sweet, and natural floral odor reminiscent of muguet with some rose oxide side note and earthy nuances. [Purity of 97%; 91% ee]

= (-)-(2R,4R)-2-isobutyl-4-methyltetrahydro-2H-pyran-4-ol

Ref: Agnese Abate, Elisabetta Brenna, Giovanni Fronza, Claudio Fuganti, Francesco G. Gatti, Stefano Serra, and Enrica Zardoni, Preparation of the Enantiomerically Enriched Isomers of the Odorous Cyclic Ethers Clarycet® , Florol® , and Rhubafuran® by Enzymatic Catalysis, Helv. Chim. Acta, Vol. 87, 765-780 (2004)

Florol® is a registered trademark of Firmenich SA

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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