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

The 8,13:13,20-diepoxy-15,16-dinorlabdanes

You must have Java installed to view the molecular visualization on this page
Photo by permission of M. Roudintska - Art & Parfum

(5S,8R,9R,10S,13S)-8a,13:13,20-diepoxy-15,16-dinorlabdane - Powerful, woody ambergris-like in the sense of the tonality of the standard odorant Ambrox.

Ref: Günther Ohloff, Christian Vial, Hans Richard Wolf, Kurt Job, Elise Jégou, Judith Polonsky, Edgar Lederer, Stereochemistry-Odor Relationships in Enantiomeric Ambergris Fragrances, Helvetica Chimica Acta, Volume 63, Issue 7, Date: 29 October 1980, Pages: 1932-1946

(5R,8S,9S,10R,13R)-8a,13:13,20-diepoxy-15,16-dinorlabdane - Weak somewhat woody odor, imperceptible to 2/3 of panelists - for those who could perceive it, its intensity and ambergris tonality differed considerably from that of its enantiomer.

Ref: Ref: Günther Ohloff, Christian Vial, Hans Richard Wolf, Kurt Job, Elise Jégou, Judith Polonsky, Edgar Lederer, Stereochemistry-Odor Relationships in Enantiomeric Ambergris Fragrances, Helvetica Chimica Acta, Volume 63, Issue 7, Date: 29 October 1980, Pages: 1932-1946

(5S,8S,9R,10S,13R)-8b,13:13,20-diepoxy-15,16-dinorlabdane - Virtually odorless - imperceptible to all but one of thirty panelists

Ref: Günther Ohloff, Christian Vial, Hans Richard Wolf, Kurt Job, Elise Jégou, Judith Polonsky, Edgar Lederer, Stereochemistry-Odor Relationships in Enantiomeric Ambergris Fragrances, Helvetica Chimica Acta, Volume 63, Issue 7, Date: 29 October 1980, Pages: 1932-1946

(5R,8R,9S,10R,13S)-8b,13:13,20-diepoxy-15,16-dinorlabdane - A somewhat woody odor that was imperceptible to 25% of panelists

Ref: Günther Ohloff, Christian Vial, Hans Richard Wolf, Kurt Job, Elise Jégou, Judith Polonsky, Edgar Lederer, Stereochemistry-Odor Relationships in Enantiomeric Ambergris Fragrances, Helvetica Chimica Acta, Volume 63, Issue 7, Date: 29 October 1980, Pages: 1932-1946

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 - Leffingwell & Associates