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

The Menthofurans

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Photo by permission of M. Roudintska - Art & Parfum

(1R)-(+)-menthofuran - Mint-like, leafy, herbal, camphor-like

Odor threshold = 0.1-0.2 ppb (in air)

Also known as (6R)-(+)-3,6-dimethyl-4,5,6,7-tetrahydro-1-benzofuran

Ref: Matthias Wüst, Armin Mosandl, Important chiral monoterpenoid ethers in flavours and essential oils - enantioselective analysis and biogenesis, Eur. Food Res. Technol., (1999) 209, 3–11; P. Werkhoff, S. Brennecke, W. Bretschneider, K. Schreiber, (1995) Contact, 64, 7–11; Imre Blank, Karl-Heinz Fischer and Werner Grosch, Intensive neutral odourants of linden honey Differences from honeys of other botanical origin, Zeitschrift für Lebensmitteluntersuchung und -Forschung A, Volume 189, Number 5 / November, 1989, pp. 426-433

(1S)-(-)-menthofuran - Herbal, fatty, thyme-like, turpentine

Odor threshold = NA

Also known as (6S)-(-)-3,6-dimethyl-4,5,6,7-tetrahydro-1-benzofuran

Ref: Matthias Wüst, Armin Mosandl, Important chiral monoterpenoid ethers in flavours and essential oils - enantioselective analysis and biogenesis, Eur. Food Res. Technol., (1999) 209, 3–11; P. Werkhoff, S. Brennecke, W. Bretschneider, K. Schreiber, (1995) Contact, 64, 7–11

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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