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

The delta-Jasmin lactones

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Photo by permission of M. Roudintska - Art & Parfum

(R)-(-)-(Z)-7-delta-decenolactone -milky, coconut, fruity, less intensive than racemate, distinctly stronger than (S)-(+) -antipode; Bourdineaud et. al. describe this as: Lactonic and proper jasmin note; jasmone and celery note is equally present. Base note: fruity, lactonic and tuberose. The more the sample is enriched in the R-(-)-enantiomer, the more the base note is heavy, lactonic and after tuberose.

= (R)-(-)- delta-jasmin lactone

Ref: P. Werkhoff et. al,. Z. Lebensm. Unters. Forsch. 196, 307-328 (1993); N. Fischer et. al., in Progress in Flavour Precursor Studies, P. Schreier and P. Winterhalter, eds, Int'l Symp. Univ. Wuerzburg, (Sept. 30-0ct. 2,1992), Carol Stream, Illinois, USA, Allured Publ, (1993) pp. 287-294; Mans H. Boelens, Harrie Boelens & Leo J. van Gemert, Perfumer & Flavorist, Vol. 18, No. 6, 1-15, 1993; Bourdineaud, Jean-Paul; Ehret, Charles; Petrzilka, Martin; Optically active lactones, World Patent WO/94107887, April 19, 1994

(S)-(+)-(Z)-7-delta-decenolactone - fatty, creamy, less intensive than racemate; Bourdineaud et. al. describe this as: Fatty jasmin note; upon evaporation the sample gets more coconut and tuberose like. It is this enantiomer which comes closest to the racemate: more rising and floral than the R-(-)-enantiomer.

= (S)-(+)-delta-jasmin lactone

Ref: P. Werkhoff et. al,. Z. Lebensm. Unters. Forsch. 196, 307-328 (1993); N. Fischer et. al., in Progress in Flavour Precursor Studies, P. Schreier and P. Winterhalter, eds, Int'l Symp. Univ. Wuerzburg, (Sept. 30-0ct. 2,1992), Carol Stream, Illinois, USA, Allured Publ, (1993) pp. 287-294; Mans H. Boelens, Harrie Boelens & Leo J. van Gemert, Perfumer & Flavorist, Vol. 18, No. 6, 1-15, 1993; Bourdineaud, Jean-Paul; Ehret, Charles; Petrzilka, Martin; Optically active lactones, World Patent WO/94107887, April 19, 1994

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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