TheEthyl 2-hydroxy-4-methylpentanoates

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

The Ethyl 2-hydroxy-4-methylpentanoates

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Photo by permission of M. Roudintska - Art & Parfum

Ethyl (2S)-2-hydroxy-4-methylpentanoate - fresh blackberry aroma. Both enantiomers have quite similar aromatic nuances.

Odor threshold in 12% alcohol/water = 55 ppb

Ref: Georgia Lytra, Sophie Tempere, Gilles de Revel and Jean-Christophe Barbe, Distribution and Organoleptic Impact of Ethyl 2-Hydroxy-4-methylpentanoate Enantiomers in Wine, J. Agric. Food Chem. 2012, 60, 1503-1509

Ethyl (2R)-2-hydroxy-4-methylpentanoate - fresh blackberry aroma. Both enantiomers have quite similar aromatic nuances.

Odor threshold in 12% alcohol/water = 126 ppb

Ref: Georgia Lytra, Sophie Tempere, Gilles de Revel and Jean-Christophe Barbe, Distribution and Organoleptic Impact of Ethyl 2-Hydroxy-4-methylpentanoate Enantiomers in Wine, J. Agric. Food Chem. 2012, 60, 1503-1509

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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