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

The Lilac Aldehydes

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Photo by permission of M. Roudintska - Art & Parfum

 

(2S,2'S,5'S)-Lilac aldehyde - fresh, flowery

Odor Threshold = 0.2 ng

= (2S)-2-[(2S,5S)-2,5-dimethyl-5-vinyltetrahydrofuran-2-yl]propanal

Ref: Kreck, M. & A. Mosandl, Synthesis, Structure Elucidation, and Olfactometric Analysis of Lilac Aldehyde and Lilac Alcohol Stereoisomers, Journal of Agricultural and Food Chemistry, J. Agric. Food Chem. 2003, 51, 2722-2726

(2R,2'R,5'R)-Lilac aldehyde - flowery

Odor Threshold = 22 ng

= (2R)-2-[(2R,5R)-2,5-dimethyl-5-vinyltetrahydrofuran-2-yl]propanal

Ref: Kreck, M. & A. Mosandl, Synthesis, Structure Elucidation, and Olfactometric Analysis of Lilac Aldehyde and Lilac Alcohol Stereoisomers, Journal of Agricultural and Food Chemistry, J. Agric. Food Chem. 2003, 51, 2722-2726

(2R,2'S,5'S)-Lilac aldehyde - pleasant, flowery, fresh

Odor Threshold = 0.3 ng

= (2R)-2-[(2S,5S)-2,5-dimethyl-5-vinyltetrahydrofuran-2-yl]propanal

Ref: Kreck, M. & A. Mosandl, Synthesis, Structure Elucidation, and Olfactometric Analysis of Lilac Aldehyde and Lilac Alcohol Stereoisomers, Journal of Agricultural and Food Chemistry, J. Agric. Food Chem. 2003, 51, 2722-2726

(2S,2'R,5'R)-Lilac aldehyde - flowery

Odor Threshold = 20 ng

= (2S)-2-[(2R,5R)-2,5-dimethyl-5-vinyltetrahydrofuran-2-yl]propanal

Ref: Kreck, M. & A. Mosandl, Synthesis, Structure Elucidation, and Olfactometric Analysis of Lilac Aldehyde and Lilac Alcohol Stereoisomers, Journal of Agricultural and Food Chemistry, J. Agric. Food Chem. 2003, 51, 2722-2726

(2S,2'R,5'S)-Lilac aldehyde - sweet, flowery

Odor Threshold = 0.3 ng

= (2S)-2-[(2R,5S)-2,5-dimethyl-5-vinyltetrahydrofuran-2-yl]propanal

Ref: Kreck, M. & A. Mosandl, Synthesis, Structure Elucidation, and Olfactometric Analysis of Lilac Aldehyde and Lilac Alcohol Stereoisomers, Journal of Agricultural and Food Chemistry, J. Agric. Food Chem. 2003, 51, 2722-2726

(2R,2'S,5'R)-Lilac aldehyde - flowery, fresh

Odor Threshold = 18 ng

= (2R)-2-[(2S,5R)-2,5-dimethyl-5-vinyltetrahydrofuran-2-yl]propanal

Ref: Kreck, M. & A. Mosandl, Synthesis, Structure Elucidation, and Olfactometric Analysis of Lilac Aldehyde and Lilac Alcohol Stereoisomers, Journal of Agricultural and Food Chemistry, J. Agric. Food Chem. 2003, 51, 2722-2726

(2R,2'R,5'S)-Lilac aldehyde - sweet, flowery

Odor Threshold = 0.4 ng

= (2R)-2-[(2R,5S)-2,5-dimethyl-5-vinyltetrahydrofuran-2-yl]propanal

Ref: Kreck, M. & A. Mosandl, Synthesis, Structure Elucidation, and Olfactometric Analysis of Lilac Aldehyde and Lilac Alcohol Stereoisomers, Journal of Agricultural and Food Chemistry, J. Agric. Food Chem. 2003, 51, 2722-2726

(2S,2'S,5'R)-Lilac aldehyde - flowery, fresh

Odor Threshold = 4 ng

= (2S)-2-[(2S,5R)-2,5-dimethyl-5-vinyltetrahydrofuran-2-yl]propanal

Ref: Kreck, M. & A. Mosandl, Synthesis, Structure Elucidation, and Olfactometric Analysis of Lilac Aldehyde and Lilac Alcohol Stereoisomers, Journal of Agricultural and Food Chemistry, J. Agric. Food Chem. 2003, 51, 2722-2726

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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