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

The Calone-ols =

3,4-Dihydro-7-methyl-2H-1,5-benzodioxepin-3-ols

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Photo by permission of M. Roudintska - Art & Parfum

(-)-(ent)-Calone-ol - Sweet, sugary, candy, estery, coconut, methanol, slight mint - by GC-O

And - Food-like and yeast-type character, and a fishy, butyric and valeric nuance, weak - by blotter evaluation (Britta Drevermann indicated that GC-O is effective in removing trace impurities from the odour detected, as demonstrated in comparing the two results for the (-)-ent- compound where residual yeast character is detected in the blotter analysis from the experimental method).

Odor threshold = 49 ng/L (air)

= (-)-(ent)-3,4-Dihydro-7-methyl-2H-1,5-benzodioxepin-3-ol

Ref: Britta Drevermann, Marine Fragrance Chemistry: Synthesis, Olfactory Characterisation and Structure-Odour-Relationships of Benzodioxepinone Analogues, Ph.D. Thesis, School of Applied Sciences, RMIT University, August 2007; Helmut M. Hügel, Britta Drevermann, Anthony R. Lingham, Philip J. Marriott, Marine Fragrance Chemistry, Chemistry & Biodiversity, Volume 5, Issue 6, Date: June 2008, Pages: 1034-1044

 

(Rac)-Calone-ol - Weak, icing sugar, sweet, vanilla, lemon rind, cinnamon, slight wood, slight green - by GC-O

And - Marine, ozony, aldehydic, fruity-floral nuances, weak - by blotter evaluation

Odor Threshold = 82 ng/L (air)

Ref: Britta Drevermann, Marine Fragrance Chemistry: Synthesis, Olfactory Characterisation and Structure-Odour-Relationships of Benzodioxepinone Analogues, Ph.D. Thesis, School of Applied Sciences, RMIT University, August 2007; Helmut M. Hügel, Britta Drevermann, Anthony R. Lingham, Philip J. Marriott, Marine Fragrance Chemistry, Chemistry & Biodiversity, Volume 5, Issue 6, Date: June 2008, Pages: 1034-1044

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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