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

The 1-Methylhexyloxypyrazines

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Photo by permission of M. Roudintska - Art & Parfum

(+)-2-{[(1S)-1-methylhexyl]oxy}pyrazine - Green, metallic, fatty, burdock. Qualitatively, there appears to be no significant difference between the organoleptic properties of the enantiomers or racemate.

Odor Threshold = 70 ppb

= (+)-2-((S)-hex-2-yloxy)pyrazine

Ref: H. Masuda & S. Mihara, Preparation and Odor Evaluation of Both Enantiomers of Alkoxypyrazines, Agric. Biol. Chem. Vol. 53, 3367-3368, 1989.

(-)-2-{[(1R)-1-methylhexyl]oxy}pyrazine - Green, metallic, fatty, burdock.

Odor Threshold = 200 ppb

= (-)-2-((R)-hex-2-yloxy)pyrazine

Ref: H. Masuda & S. Mihara, Preparation and Odor Evaluation of Both Enantiomers of Alkoxypyrazines, Agric. Biol. Chem. Vol. 53, 3367-3368, 1989.

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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