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

The delta-Undecalactones

You must have Java installed to view the molecular visualization on this page
Photo by permission of M. Roudintska - Art & Parfum

(S)-(-)-delta-undecalactone - Fruity, sweet, milky

Odor Threshold = 30 ppb

Also known as (5S)-(-)-5-hexylpentan-5-olide and as (6S)-(-)-6-hexyltetrahydro-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-undecalactone - Fruity, sweet, creamy

Odor Threshold = 100 ppb

Also known as (5R)-(+)-5-hexylpentan-5-olide and as (6R)-(+)-6-hexyltetrahydro-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

HOME

Copyright 2001 - Leffingwell & Associates