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

The delta-Dodecalactones

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Photo by permission of M. Roudintska - Art & Parfum

(S)-(-)-delta-dodecalactone - Fruity, sweet

Odor Threshold = 50 ppb

Also known as (5S)-(-)-5-heptylpentan-5-olide and as (6S)-(-)-6-heptyltetrahydro-2H-pyran-2-one

Ref: Takeshi Yamamoto, Miharu Ogura, Akira Amano, Kenichiro Adachi, Toshimitsu Hagiwara and Tsuneyoshi Kanisawa, Synthesis and odor of optically active 2-n-hexyl- and 2-n-heptylcyclopentanone and the corresponding delta-lactones, Tetrahedron Letters 43, (2002) 9081–9084.

(R)-(+)-delta-dodecalactone - Fruity, sweet, apricot

Odor Threshold = 500 ppb

Also known as (5R)-(+)-5-heptylpentan-5-olide and as (6R)-(+)-6-heptyltetrahydro-2H-pyran-2-one

Ref: Takeshi Yamamoto, Miharu Ogura, Akira Amano, Kenichiro Adachi, Toshimitsu Hagiwara and Tsuneyoshi Kanisawa, Synthesis and odor of optically active 2-n-hexyl- and 2-n-heptylcyclopentanone and the corresponding delta-lactones, Tetrahedron Letters 43, (2002) 9081–9084.

 

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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