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

The Isophoryl acetates
(3,5,5-trimethylcyclohex-2-enyl acetates)

You must have Java installed to view the molecular visualization on this page

Photo by permission of M. Roudintska - Art & Parfum

c

(R)-Isophoryl acetate - Odor description: a blueberry note

= (1R)-3,5,5-trimethylcyclohex-2-en-1-yl acetate

Ref: K. Wiñska and C. Wawrzeñczyk, Synthesis of Chiral Odoriferous Oxy-derivatives of 1,5,5-Trimethylcyclohexene, Polish J. Chem., 81, 1887–1897 (2007) as reviewed in Elisabetta Brenna, Claudio Fuganti, Francesco G. Gatti, and Stefano Serra, Biocatalytic Methods for the Synthesis of Enantioenriched Odor Active Compounds, Chem. Rev., Article ASAP, DOI: 10.1021/cr100289r, Publication Date (Web): May 20, 2011

c

 

(S)-Isophoryl acetate - Odor description: weaker than the enantiomer, fruity with forest berry note

= (1S)-3,5,5-trimethylcyclohex-2-en-1-yl acetate

Ref: K. Wiñska and C. Wawrzeñczyk, Synthesis of Chiral Odoriferous Oxy-derivatives of 1,5,5-Trimethylcyclohexene, Polish J. Chem., 81, 1887–1897 (2007) as reviewed in Elisabetta Brenna, Claudio Fuganti, Francesco G. Gatti, and Stefano Serra, Biocatalytic Methods for the Synthesis of Enantioenriched Odor Active Compounds, Chem. Rev., Article ASAP, DOI: 10.1021/cr100289r, Publication Date (Web): May 20, 2011

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

HOME

Copyright 2001-2002 - Leffingwell & Associates