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

The Norlimbanols (Timberol®)

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Photo by permission of M. Roudintska - Art & Parfum

(1'R,3S,6'S) -(+)-norlimbanol - strong very elegant woody-amber note strongest of 4 trans isomers

= (+)-(1'R,3S,6'S)-1-(2',2',6'-trimethyl-1'-cydohexyl)-3-hexanol

=(1'R,3S,6'S) -(+)-Timberol®

Ref: Schulte-Elte, et al., Optically active aliphatic alcohols and their use as perfuming ingredients, United States Patent 6,054,426, April 25, 2000

Timberol is a trademark of Dragoco Gerberding & Co.

(1'S,3R,6'R)-(-)-norlimbanol - very weak and devoid of animal character

= (-)-(1'S,3R,6'R)-1-(2',2',6'-trimethyl-1'-cydohexyl)-3-hexanol

= (1'S,3R,6'R)-(-)-Timberol®

Ref: Schulte-Elte, et al., Optically active aliphatic alcohols and their use as perfuming ingredients, United States Patent 6,054,426, April 25, 2000

Timberol is a trademark of Dragoco Gerberding & Co.

(1'R,3R,6'S)-(+)-norlimbanol - very weak and devoid of animal character 

= (+)-(1'R,3R,6'S)-1-(2',2',6'-trimethyl-1'-cyclohexyl)-3-hexanol

= (1'R,3R,6'S)-(+)-Timberol®

Ref: Schulte-Elte, et al., Optically active aliphatic alcohols and their use as perfuming ingredients, United States Patent 6,054,426, April 25, 2000

Timberol is a trademark of Dragoco Gerberding & Co.

(1'S,3S,6'R)-(-)-norlimbanol - elegant woody-amber note, similar to the (1'R,3S,6'S) - isomer but much weaker

= (-)-(1'S,3S,6'R)-1-(2',2',6'-trimethyl-1'-cyclohexyl)-3-hexanol

= (1'S,3S,6'R)-(-)-Timberol®

Ref: Schulte-Elte, et al., Optically active aliphatic alcohols and their use as perfuming ingredients, United States Patent 6,054,426, April 25, 2000

Timberol is a trademark of Dragoco Gerberding & Co.

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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