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

The 2,4-Dimethyl-2-(1,1,3,3-tetramethylindan-5-yl)-1,3-dioxolanes

You must have Java installed to view the molecular visualization on this page

Photo by permission of M. Roudintska - Art & Parfum

c

(2S,4S)-2,4-Dimethyl-2-(1,1,3,3-tetramethylindan-5-yl)-1,3-dioxolane - rather weak woody–ambery odor of powdery tonality with some additional mineral character reminiscent of wet stones

Odor threshold = 20 ngL-1 air (+/- 7.2 s.d.)

= (2S,4S)-2-(2,3-dihydro-1,1,3,3-tetramethyl-1H-inden-5-yl)-2,4-dimethyl-1,3-dioxolane

= (2S,4S)-2,4-dimethyl-2-(1,1,3,3-tetramethyl-2,3-dihydro-1H-inden-5-yl)-1,3-dioxolane

Ref: Jennifer B. Natscher, Nadine Laskowski, Philip Kraft, and Reinhold Tacke, Lower Homologues of Okoumal and Disila-Okoumal: Synthesis and Olfactory Characterization of Novel Ambergris Odorants, ChemBioChem, 2010, 11, 315 – 319

c

 

(2R,4R)-2,4-Dimethyl-2-(1,1,3,3-tetramethylindan-5-yl)-1,3-dioxolane - woody–ambery odor with warm animalic aspects in the direction of Dione (Givaudan trade name for 2-[(3,3,5-trimethylcyclohexyl)acetyl]cyclopentanone) and slightly green, somewhat harsh aspects

Odor threshold = 2.5 ngL-1 air (+/- 1.9 s.d)

= (2R,4R)-2-(2,3-dihydro-1,1,3,3-tetramethyl-1H-inden-5-yl)-2,4-dimethyl-1,3-dioxolane

= (2R,4R)-2,4-dimethyl-2-(1,1,3,3-tetramethyl-2,3-dihydro-1H-inden-5-yl)-1,3-dioxolane

Ref: Jennifer B. Natscher, Nadine Laskowski, Philip Kraft, and Reinhold Tacke, Lower Homologues of Okoumal and Disila-Okoumal: Synthesis and Olfactory Characterization of Novel Ambergris Odorants, ChemBioChem, 2010, 11, 315 – 319

c

(2S,4R)-2,4-Dimethyl-2-(1,1,3,3-tetramethylindan-5-yl)-1,3-dioxolane - weak metallic odor with uncharacteristic woody–ambery aspects

Odor threshold = 18 ngL-1 air (+/- 8.9 s.d.)

= (2S,4R)-2-(2,3-dihydro-1,1,3,3-tetramethyl-1H-inden-5-yl)-2,4-dimethyl-1,3-dioxolane

= (2S,4R)-2,4-dimethyl-2-(1,1,3,3-tetramethyl-2,3-dihydro-1H-inden-5-yl)-1,3-dioxolane

Ref: Jennifer B. Natscher, Nadine Laskowski, Philip Kraft, and Reinhold Tacke, Lower Homologues of Okoumal and Disila-Okoumal: Synthesis and Olfactory Characterization of Novel Ambergris Odorants, ChemBioChem, 2010, 11, 315 – 319

c
c

(2R,4S)-2,4-Dimethyl-2-(1,1,3,3-tetramethylindan-5-yl)-1,3-dioxolane - woody–ambery odor of powdery tonality

Odor threshold = 1.5 ngL-1 air (+/- 1.2 s.d.)

= (2R,4S)-2-(2,3-dihydro-1,1,3,3-tetramethyl-1H-inden-5-yl)-2,4-dimethyl-1,3-dioxolane

= (2R,4S)-2,4-dimethyl-2-(1,1,3,3-tetramethyl-2,3-dihydro-1H-inden-5-yl)-1,3-dioxolane

Ref: Jennifer B. Natscher, Nadine Laskowski, Philip Kraft, and Reinhold Tacke, Lower Homologues of Okoumal and Disila-Okoumal: Synthesis and Olfactory Characterization of Novel Ambergris Odorants, ChemBioChem, 2010, 11, 315 – 319

c

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 2001-2002 - Leffingwell & Associates