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

The Disila-Okoumals®

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Photo by permission of M. Roudintska - Art & Parfum

(+)-(2S,4S)-Disila-okoumal - very weak to odorless on the blotter, only faintly ambery-woody

Odor Threshold = 6.3 ng/L in air (+/-10.5)

= (+)-(2S,4S)-2,4-dimethyl-2-(5,5,8,8-tetramethyl-5,8-disila-5,6,7,8-tetrahydro-2-naphthyl)-1,3-dioxolane

Ref: Matthias W. Buettner, Christian Burschka, Konstantin Junold, Philip Kraft, Reinhold Tacke, Disila-Okoumal: A Silicon Analogue of the Ambergris Odorant Okoumal, ChemBioChem, Volume 8, Issue 12, Date: August 13, 2007, Pages: 1447-1454

Okoumal is a registered trademark of Givaudan SA

(-)-(2R,4R)-Disila-okoumal - pronounced, typical ambery odor with woody aspects, stronger than (+)-(2R,4S)-Disila-okoumal, the strongest disila-okoumal enantiomer on the blotter, but on the blotter clearly weaker than (-)-(2R,4R)-Okoumal

Odor Threshold = 0.31 ng/L in air (+/-0.14)

= (-)-(2R,4R)-2,4-dimethyl-2-(5,5,8,8-tetramethyl-5,8-disila-5,6,7,8-tetrahydro-2-naphthyl)-1,3-dioxolane

Ref: Matthias W. Buettner, Christian Burschka, Konstantin Junold, Philip Kraft, Reinhold Tacke, Disila-Okoumal: A Silicon Analogue of the Ambergris Odorant Okoumal, ChemBioChem, Volume 8, Issue 12, Date: August 13, 2007, Pages: 1447-1454

Okoumal is a registered trademark of Givaudan SA

(-)-(2S,4R)-Disila-okoumal - very weak to odorless on the blotter, only slightly ambery-woody, with some faint reminiscence to okoumal

Odor Threshold = 6.8 ng/L in air (+/-4.3)

= (-)-(2S,4R)-2,4-dimethyl-2-(5,5,8,8-tetramethyl-5,8-disila-5,6,7,8-tetrahydro-2-naphthyl)-1,3-dioxolane

Ref: Matthias W. Buettner, Christian Burschka, Konstantin Junold, Philip Kraft, Reinhold Tacke, Disila-Okoumal: A Silicon Analogue of the Ambergris Odorant Okoumal, ChemBioChem, Volume 8, Issue 12, Date: August 13, 2007, Pages: 1447-1454

Okoumal is a registered trademark of Givaudan SA

(+)-(2R,4S)-Disila-okoumal - ambery odor with woody aspects, characteristically okoumal-like, on the blotter very close in intensity to (-)-(2R,4R)-Disila-okoumal

Odor Threshold = 0.31 ng/L in air (+/-0.14)

(+)-(2R,4S)-2,4-dimethyl-2-(5,5,8,8-tetramethyl-5,8-disila-5,6,7,8-tetrahydro-2-naphthyl)-1,3-dioxolane

Ref: Matthias W. Buettner, Christian Burschka, Konstantin Junold, Philip Kraft, Reinhold Tacke, Disila-Okoumal: A Silicon Analogue of the Ambergris Odorant Okoumal, ChemBioChem, Volume 8, Issue 12, Date: August 13, 2007, Pages: 1447-1454

Okoumal is a registered trademark of Givaudan SA

Cyclic Terpenoid Odorants

Bicyclic Terpenoid Odorants

Acyclic Terpenoid Odorants

Ionones, Irones, Damascones & Structurally Related Odorants

Acyclics (Alcohols, Esters, Acids, Aldehydes)

Lactones & Furanones

Sesquiterpenoid Related Odorants

Steroid Urine Type Odorants

Sandalwood Type Odorants

Musk Odorants

Miscellaneous

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