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

The 2-Methylbutanoic acids

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Photo by permission of M. Roudintska - Art & Parfum

(R)-(-)-2-methylbutanoic acid - cheesey, sweaty

Taste Threshold = 100 ppb

Also described as - penetrating cheesy-sweaty note (Rettinger et al.)

Ref: Mans H. Boelens, Harrie Boelens & Leo J. van Gemert, Perfumer & Flavorist, Vol. 18, No. 6, 1-15, 1993 and references therein; Taste thresholds from Amano, Akira; Tokoro, Kazuhiko; Uchiumi, Kenichi; Method for improving flavor of food or drink, United States Patent 5,496,580 (March 5, 1996); Rettinger, Klaus, Christian Burschka, Peter Scheeben, Heike Fuchs, and Armin Mosandl. "Chiral 2-alkylbranched acids, esters and alcohols. Preparation and stereospecific flavour evaluation." Tetrahedron: Asymmetry 2, no. 10 (1991): 965-968.

 

(S)-(+)-2-methylbutanoic acid - fruity, sweet

Taste Threshold = 50 ppb

Also described as - pleasant sweet, fine fruit note (Rettinger et al.)

Ref: Mans H. Boelens, Harrie Boelens & Leo J. van Gemert, Perfumer & Flavorist, Vol. 18, No. 6, 1-15, 1993 and references therein; Taste thresholds from Amano, Akira; Tokoro, Kazuhiko; Uchiumi, Kenichi; Method for improving flavor of food or drink, United States Patent 5,496,580 (March 5, 1996); Rettinger, Klaus, Christian Burschka, Peter Scheeben, Heike Fuchs, and Armin Mosandl. "Chiral 2-alkylbranched acids, esters and alcohols. Preparation and stereospecific flavour evaluation." Tetrahedron: Asymmetry 2, no. 10 (1991): 965-968.

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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