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

The Pelargenes

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

(2R,6R)-cis-exoPelargene - (99% pure, ee 98%); Weak, green, agrestic, and herbaceous odor, with a slightly fruity side. Dry down very weak green, fruity.

= (2R,6R)-2-methyl-4-methylene-6-phenyltetrahydro-2H-pyran

It should be noted that commercial Pelargene consists of about 73.7% of the racemic cis-exo-Pelargene.

Ref: Agnese Abate, Maurizio Allievi, Elisabetta Brenna, Claudio Fuganti, Francesco G. Gatti, Stefano Serra, Enzymatic Approach to and Odor Description of the Twelve Enantiomerically Pure Isomers of Pelargene®, Helvetica Chimica Acta, Volume 89, Issue 2, Date: February 2006, Pages: 177-189

Pelargene is a tradename of Quest International

(2S,6S)-cis-exoPelargene - (97% pure, ee 90%); Weak, fruity-floral, mushroom-like odor. Dry down very weak, fruity-floral, somewhat technical.

= (2S,6S)-2-methyl-4-methylene-6-phenyltetrahydro-2H-pyran

It should be noted that commercial Pelargene consists of about 73.7% of the racemic cis-exo-Pelargene.

Ref: Agnese Abate, Maurizio Allievi, Elisabetta Brenna, Claudio Fuganti, Francesco G. Gatti, Stefano Serra, Enzymatic Approach to and Odor Description of the Twelve Enantiomerically Pure Isomers of Pelargene®, Helvetica Chimica Acta, Volume 89, Issue 2, Date: February 2006, Pages: 177-189

Pelargene is a tradename of Quest International

(2S,6R)-trans-exoPelargene - (39.5% pure, ee 98%); Green, Rose Oxide like, fruity, orange-type, and somewhat dusty odor. Dry down weak, green, fruity.

= (2S,6R)-2-methyl-4-methylene-6-phenyltetrahydro-2H-pyran

It should be noted that commercial Pelargene contains essentially none of the racemic trans-exo-Pelargene.

Ref: Agnese Abate, Maurizio Allievi, Elisabetta Brenna, Claudio Fuganti, Francesco G. Gatti, Stefano Serra, Enzymatic Approach to and Odor Description of the Twelve Enantiomerically Pure Isomers of Pelargene®, Helvetica Chimica Acta, Volume 89, Issue 2, Date: February 2006, Pages: 177-189

Pelargene is a tradename of Quest International

(2R,6S)-trans-exoPelargene - (33% pure, ee 90%); Harsh, green, technical, pyrazine-type, vegetal odor, with acetic, Rose Oxide type, floral-rosy facets. Dry down green, fruity, and rosy.

= (2R,6S)-2-methyl-4-methylene-6-phenyltetrahydro-2H-pyran

It should be noted that commercial Pelargene contains essentially none of the racemic trans-exo-Pelargene.

Ref: Agnese Abate, Maurizio Allievi, Elisabetta Brenna, Claudio Fuganti, Francesco G. Gatti, Stefano Serra, Enzymatic Approach to and Odor Description of the Twelve Enantiomerically Pure Isomers of Pelargene®, Helvetica Chimica Acta, Volume 89, Issue 2, Date: February 2006, Pages: 177-189

Pelargene is a tradename of Quest International

(2R,6R)-cis-Pelargene "A" - (94% pure, ee 98%); Green, metallic, Rose Oxide like odor, with fruity, slightly earthy, and potato-like aspects. Dry down weak, green, fruity. This compound is weaker and less-substantive than (2R,6S)-trans-Pelargene "B".

= (2R,6R)-2,4-dimethyl-6-phenyl-3,6-dihydro-2H-pyran

It should be noted that commercial Pelargene consists of about only 1.7% of the racemic cis-Pelargene "A".

Ref: Agnese Abate, Maurizio Allievi, Elisabetta Brenna, Claudio Fuganti, Francesco G. Gatti, Stefano Serra, Enzymatic Approach to and Odor Description of the Twelve Enantiomerically Pure Isomers of Pelargene®, Helvetica Chimica Acta, Volume 89, Issue 2, Date: February 2006, Pages: 177-189

Pelargene is a tradename of Quest International

(2S,6S)-cis-Pelargene "A" - (93% pure, ee 90%); Rather weak, sharp, green, Rose Oxide like, stem odor, with a slightly fruity and acetic tonality. Dry down very weak, slightly green.

= (2S,6S)-2,4-dimethyl-6-phenyl-3,6-dihydro-2H-pyran

It should be noted that commercial Pelargene consists of about only 1.7% of the racemic cis-Pelargene "A".

Ref: Agnese Abate, Maurizio Allievi, Elisabetta Brenna, Claudio Fuganti, Francesco G. Gatti, Stefano Serra, Enzymatic Approach to and Odor Description of the Twelve Enantiomerically Pure Isomers of Pelargene®, Helvetica Chimica Acta, Volume 89, Issue 2, Date: February 2006, Pages: 177-189

Pelargene is a tradename of Quest International

(2S,6R)-trans-Pelargene "A" - (98% pure, ee 98%); Green, petit-grain and orange flower-type pleasant odor, with aspects of neroli oil. Dry down linear, but more herbal, buccoxime-like.

= (2S,6R)-2,4-dimethyl-6-phenyl-3,6-dihydro-2H-pyran

It should be noted that commercial Pelargene consists of about only 0.4% of the racemic trans-Pelargene "A".

Ref: Agnese Abate, Maurizio Allievi, Elisabetta Brenna, Claudio Fuganti, Francesco G. Gatti, Stefano Serra, Enzymatic Approach to and Odor Description of the Twelve Enantiomerically Pure Isomers of Pelargene®, Helvetica Chimica Acta, Volume 89, Issue 2, Date: February 2006, Pages: 177-189

Pelargene is a tradename of Quest International

(2R,6S)-trans-Pelargene "A" - (92% pure, ee 90%); Green, floral odor, with slightly wine- and food-like nuances, and somewhat oily, technical aspects. Dry down linear, weak, green, vegetal.

= (2R,6S)-2,4-dimethyl-6-phenyl-3,6-dihydro-2H-pyran

It should be noted that commercial Pelargene consists of about only 0.4% of the racemic trans-Pelargene "A".

Ref: Agnese Abate, Maurizio Allievi, Elisabetta Brenna, Claudio Fuganti, Francesco G. Gatti, Stefano Serra, Enzymatic Approach to and Odor Description of the Twelve Enantiomerically Pure Isomers of Pelargene®, Helvetica Chimica Acta, Volume 89, Issue 2, Date: February 2006, Pages: 177-189

Pelargene is a tradename of Quest International

(2R,6R)-cis-Pelargene "B" - (97% pure, ee 98%); Fruity, green, metallic odor. Dry down green fruity.

= (2R,6R)-4,6-dimethyl-2-phenyl-3,6-dihydro-2H-pyran

It should be noted that commercial Pelargene consists of about 17.7% of the racemic cis-Pelargene "B".

Ref: Agnese Abate, Maurizio Allievi, Elisabetta Brenna, Claudio Fuganti, Francesco G. Gatti, Stefano Serra, Enzymatic Approach to and Odor Description of the Twelve Enantiomerically Pure Isomers of Pelargene®, Helvetica Chimica Acta, Volume 89, Issue 2, Date: February 2006, Pages: 177-189

Pelargene is a tradename of Quest International

(2S,6S)-cis-Pelargene "B" - (94% pure, ee 90%); Strong, floral-green Rose Oxide odor, with a metallic inflection and atypical rose tonality. Dry down linear, Rose Oxide like, floral, rosy.

= (2S,6S)-4,6-dimethyl-2-phenyl-3,6-dihydro-2H-pyran

It should be noted that commercial Pelargene consists of about 17.7% of the racemic cis-Pelargene "B".

Ref: Agnese Abate, Maurizio Allievi, Elisabetta Brenna, Claudio Fuganti, Francesco G. Gatti, Stefano Serra, Enzymatic Approach to and Odor Description of the Twelve Enantiomerically Pure Isomers of Pelargene®, Helvetica Chimica Acta, Volume 89, Issue 2, Date: February 2006, Pages: 177-189

Pelargene is a tradename of Quest International

(2R,6S)-trans-Pelargene "B" - (99% pure, ee 98%); Green, metallic, Rose Oxide note, stronger than (2S,6R)-trans-Pelargene "A" and (2R,6R)-cis-Pelargene "A". Dry down green, fruity, buccoxime-like.

= (2R,6S)-4,6-dimethyl-2-phenyl-3,6-dihydro-2H-pyran

It should be noted that commercial Pelargene consists of only about 0.8% of the racemic trans-Pelargene "B".

Ref: Agnese Abate, Maurizio Allievi, Elisabetta Brenna, Claudio Fuganti, Francesco G. Gatti, Stefano Serra, Enzymatic Approach to and Odor Description of the Twelve Enantiomerically Pure Isomers of Pelargene®, Helvetica Chimica Acta, Volume 89, Issue 2, Date: February 2006, Pages: 177-189

Pelargene is a tradename of Quest International

(2S,6R)-trans-Pelargene "B" - (94% pure, ee 90%); Strong, green-fruity, fresh, but also somewhat harsh-technical odor. Dry down fruity, Rose Oxide like, with a sweet rosy touch.

= (2S,6R)-4,6-dimethyl-2-phenyl-3,6-dihydro-2H-pyran

It should be noted that commercial Pelargene consists of only about 0.8% of the racemic trans-Pelargene "B".

Ref: Agnese Abate, Maurizio Allievi, Elisabetta Brenna, Claudio Fuganti, Francesco G. Gatti, Stefano Serra, Enzymatic Approach to and Odor Description of the Twelve Enantiomerically Pure Isomers of Pelargene®, Helvetica Chimica Acta, Volume 89, Issue 2, Date: February 2006, Pages: 177-189

Pelargene is a tradename of Quest International

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