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

The dihydro-Rose oxides

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Photo by permission of M. Roudintska - Art & Parfum

(2R,4R)-(+)-cis-dihydrorose oxide - (floral green) clean, ripe fruit herbal, rose green, leafy

= (2R,4R)-(+)-cis-tetrahydro-2-isobutyl-4-methyl-2H-pyran

Odor Threshold = 17 ppb

Ref: H. Matsuda & T. Yamamoto, U.S. Patent No. 5,858,348, Jan. 12, 1999; Hiroyuki Matsuda, Takeshi Yamamoto and Tsuneyoshi Kanisawa, Flavours, Fragrances and Essential Oils. Proceedings of the 13th International Congress of Flavours, Fragrances and Essential Oils, Istanbul, Turkey, 15-19 October 1995. Vol. 3, K.H.C. Baser (Editor), 85-91.

(2S,4S)-(-)-cis-dihydrorose oxide - (herbal green) herbal, leafy green, heavy

= (2S,4S)-(-)-cis-tetrahydro-2-isobutyl-4-methyl-2H-pyran

Odor Threshold = 450 ppb

Ref: H. Matsuda & T. Yamamoto, U.S. Patent No. 5,858,348, Jan. 12, 1999; Hiroyuki Matsuda, Takeshi Yamamoto and Tsuneyoshi Kanisawa, Flavours, Fragrances and Essential Oils. Proceedings of the 13th International Congress of Flavours, Fragrances and Essential Oils, Istanbul, Turkey, 15-19 October 1995. Vol. 3, K.H.C. Baser (Editor), 85-91.

(2S,4R)-(-)-trans-dihydrorose oxide - herbal floral (fruity, minty, dusty floral green)

Odor Threshold = 150 ppb

Ref: H. Matsuda & T. Yamamoto, U.S. Patent No. 5,858,348, Jan. 12, 1999; Hiroyuki Matsuda, Takeshi Yamamoto and Tsuneyoshi Kanisawa, Flavours, Fragrances and Essential Oils. Proceedings of the 13th International Congress of Flavours, Fragrances and Essential Oils, Istanbul, Turkey, 15-19 October 1995. Vol. 3, K.H.C. Baser (Editor), 85-91.

(2R,4S)-(+)-trans-dihydrorose oxide - herbal green citrus (fruity, herbal fresh citrus (grapefruit))

Odor Threshold = 160 ppb

Ref: H. Matsuda & T. Yamamoto, U.S. Patent No. 5,858,348, Jan. 12, 1999; Hiroyuki Matsuda, Takeshi Yamamoto and Tsuneyoshi Kanisawa, Flavours, Fragrances and Essential Oils. Proceedings of the 13th International Congress of Flavours, Fragrances and Essential Oils, Istanbul, Turkey, 15-19 October 1995. Vol. 3, K.H.C. Baser (Editor), 85-91.

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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