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

The 4-hydroxypentan-2-ones

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Photo by permission of M. Roudintska - Art & Parfum

(4R)-4-hydroxypentan-2-one - a rather musty odour, but with some reminiscense of the (S)-enantiomer.

= (4R)-4-hydroxy-2-pentanone

Ref: Wolfgang Bensch, Armin Mosandl, Ketja Fischer, Stereoisomeric flavour compounds. LXIII. 4-hydroxypentan-2-one enantiomers - structure and properties, Tetrahedron: Asymmetry, Volume 4, Issue 4, April 1993, Pages 655-656; K. Fischer, Struktur und Analyse chiraler 1,2- und 1,3-Ketole, Doctoral thesis Univ. Frankfurt (1990).

(4S)-4-hydroxypentan-2-one - fresh herbaceous, grassy notes.

= (4S)-4-hydroxy-2-pentanone

Ref: Wolfgang Bensch, Armin Mosandl, Ketja Fischer, Stereoisomeric flavour compounds. LXIII. 4-hydroxypentan-2-one enantiomers - structure and properties, Tetrahedron: Asymmetry, Volume 4, Issue 4, April 1993, Pages 655-656; K. Fischer, Struktur und Analyse chiraler 1,2- und 1,3-Ketole, Doctoral thesis Univ. Frankfurt (1990).

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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