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

The 2-Methylpentanoic acids

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Photo by permission of M. Roudintska - Art & Parfum

(R)-2-methylpentanoic acid - pleasant sweet, fruit note; also described as weak sweaty fruity

Ref: 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; Grüb, H., Müller, D.A., Schmidt, H.-L., Rossmann, A., Werner, R.A., Mosandl, A. and Lögtenbörger, H.-J. (2008) Quality Control, in Flavourings: Production, Composition, Applications, Regulations (eds E. Ziegler and H. Ziegler), Wiley-VCH Verlag GmbH, Weinheim, Germany; Karl, V., Dietrich, A. and Mosandl, A. (1993), Stereoisomeric flavour compounds. LXIV: The chirospecific analysis of 2-alkyl-branched flavour compounds from apple headspace extracts and their sensory evaluation. Phytochem. Anal., 4: 158–164

 

(S)-2-methylpentanoic acid - sweet, pungent, heavy; also described as sweaty fruity

Ref: 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; Grüb, H., Müller, D.A., Schmidt, H.-L., Rossmann, A., Werner, R.A., Mosandl, A. and Lögtenbörger, H.-J. (2008) Quality Control, in Flavourings: Production, Composition, Applications, Regulations (eds E. Ziegler and H. Ziegler), Wiley-VCH Verlag GmbH, Weinheim, Germany; Karl, V., Dietrich, A. and Mosandl, A. (1993), Stereoisomeric flavour compounds. LXIV: The chirospecific analysis of 2-alkyl-branched flavour compounds from apple headspace extracts and their sensory evaluation. Phytochem. Anal., 4: 158–164

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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