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

The cis-6-gamma-dodecenolactones

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Photo by permission of M. Roudintska - Art & Parfum

(R)-cis-6-gamma-dodecenolactone - flowery, fruity, coconut-, peach- and apricot-like. The odor of the (R)-enanantiomer was described as being significantly weaker than the (S)-enantiomer, although no sensory differences in odor quality were noted.

Odor threshold - 12.2 pg (as mass of the injected compound at 100% correct responses) by GC sniffing.

= (R)-5-[(2Z)-oct-2-en-1-yl]dihydrofuran-2(3H)-one

Ref: Elisabeth Guichard, Armin Mosandl, Angelika Hollnagel, Alain Latrasse and Robert Henry, Chiral gamma-lactones from Fusarium poae, Zeitschrift für Lebensmitteluntersuchung und -Forschung A, Volume 193, Number 1 / July, 1991, pp 26-31.

(S)-cis-6-gamma-dodecenolactone - flowery, fruity, coconut-, peach- and apricot-like. The odor of the (S)-enanantiomer was described as being significantly stronger than the (R)-enantiomer, although no sensory differences in odor quality were noted.

Odor threshold - 4.6 pg (as mass of the injected compound at 100% correct responses) by GC sniffing.

= (S)-5-[(2Z)-oct-2-en-1-yl]dihydrofuran-2(3H)-one

Ref: Elisabeth Guichard, Armin Mosandl, Angelika Hollnagel, Alain Latrasse and Robert Henry, Chiral gamma-lactones from Fusarium poae, Zeitschrift für Lebensmitteluntersuchung und -Forschung A, Volume 193, Number 1 / July, 1991, pp 26-31.

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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