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

1,6-Dihydrodamascones

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Photo by permission of M. Roudintska - Art & Parfum

(1R,6S)-(-)-1,6-dihydrodamascone - ripe fruity odor with fresh rosy note

Odor Threshold = 5 ppb

= (1'R,6'S)-(-)-1-(2',2',6'-Trimethyl-cyclohexyl)-but-2-en-1-one

Ref: T. Yamamoto, H. Matsuda, T. Ohmoto, A. Shimada & T. Sato, Proc. 12th Int. Congress of Flavours, Fragrances & Essential oils, Vienna, Austria, Oct. 4-8, 1992, pp.442-455; Takeshi Yamamoto, , Hideo Ujihara, Shinya Watanabe, Makoto Harada, Hiroyuki Matsuda and Toshimitsu Hagiwara, Synthesis and odor of optically active trans-2,2,6-trimethylcyclohexyl methyl ketones and their related compounds, Tetrahedron, Volume 59, Issue 4 , 20 January 2003, Pages 517-524; Takeshi Yamamoto, Akemi Shimada, Tatsuya Ohmoto, Hiroyuki Matsuda, Miharu Ogura and Tsuneyoshi Kanisawa, Flavour and Fragrance Journal, Volume 19, Issue 2, Date: March/April 2004, Pages: 121-133

(1S,6R)-(+)-1,6-dihydrodamascone - slightly camphoraceous fruity odor like beta-damascone

Odor Threshold = 0.75 ppb

= (1'S,6'R)-(+)-1-(2',2',6'-Trimethyl-cyclohexyl)-but-2-en-1-one

Ref: T. Yamamoto, H. Matsuda, T. Ohmoto, A. Shimada & T. Sato, Proc. 12th Int. Congress of Flavours, Fragrances & Essential oils, Vienna, Austria, Oct. 4-8, 1992, pp.442-455; Takeshi Yamamoto, , Hideo Ujihara, Shinya Watanabe, Makoto Harada, Hiroyuki Matsuda and Toshimitsu Hagiwara, Synthesis and odor of optically active trans-2,2,6-trimethylcyclohexyl methyl ketones and their related compounds, Tetrahedron, Volume 59, Issue 4 , 20 January 2003, Pages 517-524; Takeshi Yamamoto, Akemi Shimada, Tatsuya Ohmoto, Hiroyuki Matsuda, Miharu Ogura and Tsuneyoshi Kanisawa, Flavour and Fragrance Journal, Volume 19, Issue 2, Date: March/April 2004, Pages: 121-133

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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