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

The 3-methyl-4-[tricyclo[5.2.1.02,6]dec-4-en-8-ylidene]butan-2-ols

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Photo by permission of M. Roudintska - Art & Parfum

 

(2S,3R,4E)-3-methyl-4-[(1R,2R,6R,7R)-tricyclo[5.2.1.02,6]dec-4-en-8-ylidene]butan-2-ol - very strong, sandal(wood), animalic

Odor Threshold = 5 ppb in water

Ref: Bernd Holscher, Norbert A. Braun, Berthold Weber, Claus-Hermann Kappey, Manfred Meier, and Wilhelm Pickenhagen, Enantioselectivity in Odor Perception - Synthesis and Olfactory Properties of the New Tricyclic Sandalwood Odorant Fleursandol®, Helv. Chim. Acta, Vol. 87, 1666-1680 (2004); Kappey, Claus-Herrmann; Holscher, Bernd; Meier, Manfred; Braun, Norbert Andreas; Weber, Berthold; Pickenhagen, Wilhelm, Organolipic substance, United States Patent Application 20030083225, May 1, 2003

Fleursandol® is a trademark of Symrise.

 

(2R,3S,4E)-3-methyl-4-[(1S,2S,6S,7S)-tricyclo[5.2.1.02,6]dec-4-en-8-ylidene]butan-2-ol - weak, woody

Odor Threshold = 168 ppb in water

Ref: Bernd Holscher, Norbert A. Braun, Berthold Weber, Claus-Hermann Kappey, Manfred Meier, and Wilhelm Pickenhagen, Enantioselectivity in Odor Perception - Synthesis and Olfactory Properties of the New Tricyclic Sandalwood Odorant Fleursandol®, Helv. Chim. Acta, Vol. 87, 1666-1680 (2004); Kappey, Claus-Herrmann; Holscher, Bernd; Meier, Manfred; Braun, Norbert Andreas; Weber, Berthold; Pickenhagen, Wilhelm, Organolipic substance, United States Patent Application 20030083225, May 1, 2003

Fleursandol® is a trademark of Symrise.

(2R,3S,4E)-3-methyl-4-[(1R,2R,6R,7R)-tricyclo[5.2.1.02,6]dec-4-en-8-ylidene]butan-2-ol - sandal(wood), animalic

Odor Threshold = 70 ppb in water

Ref: Bernd Holscher, Norbert A. Braun, Berthold Weber, Claus-Hermann Kappey, Manfred Meier, and Wilhelm Pickenhagen, Enantioselectivity in Odor Perception - Synthesis and Olfactory Properties of the New Tricyclic Sandalwood Odorant Fleursandol®, Helv. Chim. Acta, Vol. 87, 1666-1680 (2004); Kappey, Claus-Herrmann; Holscher, Bernd; Meier, Manfred; Braun, Norbert Andreas; Weber, Berthold; Pickenhagen, Wilhelm, Organolipic substance, United States Patent Application 20030083225, May 1, 2003

Fleursandol® is a trademark of Symrise.

(2S,3R,4E)-3-methyl-4-[(1S,2S,6S,7S)-tricyclo[5.2.1.02,6]dec-4-en-8-ylidene]butan-2-ol - woody

Odor Threshold = 72 ppb in water

Ref: Bernd Holscher, Norbert A. Braun, Berthold Weber, Claus-Hermann Kappey, Manfred Meier, and Wilhelm Pickenhagen, Enantioselectivity in Odor Perception - Synthesis and Olfactory Properties of the New Tricyclic Sandalwood Odorant Fleursandol®, Helv. Chim. Acta, Vol. 87, 1666-1680 (2004); Kappey, Claus-Herrmann; Holscher, Bernd; Meier, Manfred; Braun, Norbert Andreas; Weber, Berthold; Pickenhagen, Wilhelm, Organolipic substance, United States Patent Application 20030083225, May 1, 2003

Fleursandol® is a trademark of Symrise.

(2R,3R,4E)-3-methyl-4-[(1R,2R,6R,7R)-tricyclo[5.2.1.02,6]dec-4-en-8-ylidene]butan-2-ol - sandal(wood), floral

Odor Threshold = 137 ppb in water

Ref: Bernd Holscher, Norbert A. Braun, Berthold Weber, Claus-Hermann Kappey, Manfred Meier, and Wilhelm Pickenhagen, Enantioselectivity in Odor Perception - Synthesis and Olfactory Properties of the New Tricyclic Sandalwood Odorant Fleursandol®, Helv. Chim. Acta, Vol. 87, 1666-1680 (2004); Kappey, Claus-Herrmann; Holscher, Bernd; Meier, Manfred; Braun, Norbert Andreas; Weber, Berthold; Pickenhagen, Wilhelm, Organolipic substance, United States Patent Application 20030083225, May 1, 2003

Fleursandol® is a trademark of Symrise.

(2S,3S,4E)-3-methyl-4-[(1S,2S,6S,7S)-tricyclo[5.2.1.02,6]dec-4-en-8-ylidene]butan-2-ol - very weak floral

Odor Threshold = 159 ppb in water

Ref: Bernd Holscher, Norbert A. Braun, Berthold Weber, Claus-Hermann Kappey, Manfred Meier, and Wilhelm Pickenhagen, Enantioselectivity in Odor Perception - Synthesis and Olfactory Properties of the New Tricyclic Sandalwood Odorant Fleursandol®, Helv. Chim. Acta, Vol. 87, 1666-1680 (2004); Kappey, Claus-Herrmann; Holscher, Bernd; Meier, Manfred; Braun, Norbert Andreas; Weber, Berthold; Pickenhagen, Wilhelm, Organolipic substance, United States Patent Application 20030083225, May 1, 2003

Fleursandol® is a trademark of Symrise.

(2S,3S,4E)-3-methyl-4-[(1R,2R,6R,7R)-tricyclo[5.2.1.02,6]dec-4-en-8-ylidene]butan-2-ol - strong sandal(wood), floral

Odor Threshold = 46 ppb in water

Ref: Bernd Holscher, Norbert A. Braun, Berthold Weber, Claus-Hermann Kappey, Manfred Meier, and Wilhelm Pickenhagen, Enantioselectivity in Odor Perception - Synthesis and Olfactory Properties of the New Tricyclic Sandalwood Odorant Fleursandol®, Helv. Chim. Acta, Vol. 87, 1666-1680 (2004); Kappey, Claus-Herrmann; Holscher, Bernd; Meier, Manfred; Braun, Norbert Andreas; Weber, Berthold; Pickenhagen, Wilhelm, Organolipic substance, United States Patent Application 20030083225, May 1, 2003

Fleursandol® is a trademark of Symrise.

(2R,3R,4E)-3-methyl-4-[(1S,2S,6S,7S)-tricyclo[5.2.1.02,6]dec-4-en-8-ylidene]butan-2-ol - weak floral

Odor Threshold = 204 ppb in water

Ref: Bernd Holscher, Norbert A. Braun, Berthold Weber, Claus-Hermann Kappey, Manfred Meier, and Wilhelm Pickenhagen, Enantioselectivity in Odor Perception - Synthesis and Olfactory Properties of the New Tricyclic Sandalwood Odorant Fleursandol®, Helv. Chim. Acta, Vol. 87, 1666-1680 (2004); Kappey, Claus-Herrmann; Holscher, Bernd; Meier, Manfred; Braun, Norbert Andreas; Weber, Berthold; Pickenhagen, Wilhelm, Organolipic substance, United States Patent Application 20030083225, May 1, 2003

Fleursandol® is a trademark of Symrise.

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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