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

The 5-(2',2-dimethyl-3'-methylene-1'-cyclohexyl)-3,3-dimethyl-4-penten-2-ols

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Photo by permission of M. Roudintska - Art & Parfum

(+)-(1R,E)-5-(2',2-dimethyl-3'-methylene-1'-cyclohexyl)-3,3-dimethyl-4-penten-2-ol - Woody, sandal, sweet note, reminiscent of the odor of the bark and milk of the sandalwood tree.

= (+)-(4E)-5-[(1R)-2,2-dimethyl-3-methylenecyclohexyl]-3,3-dimethylpent-4-en-2-ol

It should be noted that the chiral carbon at the 2-ol position is a mixture of R & S configuration

 Ref: Christian Chapuis, U.S. Patent No. 5,326,748, July 5, 1994

(-)-(1'S,E)-5-(2',2-dimethyl-3'-methylene-1'-cyclohexyl)-3,3-dimethyl-4-penten-2-ol - Sandalwood odor

= (-)-(4E)-5-[(1S)-2,2-dimethyl-3-methylenecyclohexyl]-3,3-dimethylpent-4-en-2-ol

It should be noted that the chiral carbon at the 2-ol position is a mixture of R & S configuration

Ref: Christian Chapuis, U.S. Patent No. 5,326,748, July 5, 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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