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

The 1-tert-butyl-2,3,3a,4-tetrahydro-3a-methylinden-5-ones

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Photo by permission of M. Roudintska - Art & Parfum

(-)-(S)-1-tert-butyl-2,3,3a,4-tetrahydro-3a-methylinden-5-one - Odor description (10% DPG, blotter): woody, dry, agrestic odor with coniferous aspects and a slightly fruity, animalic and powdery tonality.

Odor Threshold (GC) = 37.9 ng L–1 air

= (-)-(7aS)-3-tert-Butyl-7a-methyl-7,7a-dihydro-1H-inden-6(2H)-one

Ref: Felker, I., Pupo, G., Kraft, P., & List, B. (2015). Design and Enantioselective Synthesis of Cashmeran Odorants by Using “Enol Catalysis”. Angewandte Chemie International Edition, 54(6), 1960-1964.

 

(+)-(R)-1-tert-butyl-2,3,3a,4-tetrahydro-3a-methylinden-5-one - Odor description (10% DPG, blotter): woody-musky odor reminiscent of Cashmeran with aspects of methyl ionone. The odor is less sweet, musky and fruity than that of Cashmeran, but more raspberry than apple-like in its fruity character and drier in its woody note, containing slightly rooty facets.

Odor Threshold (GC) = 15.1 ng L–1 air

= (+)-(7aR)-3-tert-Butyl-7a-methyl-7,7a-dihydro-1H-inden-6(2H)-one

Ref: Felker, I., Pupo, G., Kraft, P., & List, B. (2015). Design and Enantioselective Synthesis of Cashmeran Odorants by Using “Enol Catalysis”. Angewandte Chemie International Edition, 54(6), 1960-1964.

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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