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

The Rose oxides

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Photo by permission of M. Roudintska - Art & Parfum

(4R,2S)-(-)-cis-rose oxide - floral green with clean sharp, light, rose green note, diffusive, strong (Matsuda); also has been described as powerful fruity

Odor Threshold = 0.5 ppb

Ref: Takeshi Yamamoto, Hiroyuki Matsuda, Yasuhide Utsumi, Toshimitsu Hagiwara and Tsuneyoshi Kanisawa, Synthesis and odor of optically active rose oxide, Tetrahedron Letters 43 (Oct. 2002) 9077–9080; H. Matsuda & T. Yamamoto, U.S. Patent No. 5,858,348, Jan. 12, 1999; G. Ohloff, in Olfaction and Taste IV, D. Schneider, ed., Stuttgart:Wissenschaft Verlagsgesellschaft, (1972 ) pp. 156-160; Mans H. Boelens, Harrie Boelens & Leo J. van Gemert, Perfumer & Flavorist, Vol. 18, No. 6, 1-15, 1993

(4S,2R)-(+)-cis-rose oxide - herbal, green floral, hay green, earthy, heavy (Matsuda); also has been described as sweet, floral

Odor Threshold = 50 ppb

Ref: Takeshi Yamamoto, Hiroyuki Matsuda, Yasuhide Utsumi, Toshimitsu Hagiwara and Tsuneyoshi Kanisawa, Synthesis and odor of optically active rose oxide, Tetrahedron Letters 43 (Oct. 2002) 9077–9080; H. Matsuda & T. Yamamoto, U.S. Patent No. 5,858,348, Jan. 12, 1999; G. Ohloff, in Olfaction and Taste IV, D. Schneider, ed., Stuttgart:Wissenschaft Verlagsgesellschaft, (1972 ) pp. 156-160; Mans H. Boelens, Harrie Boelens & Leo J. van Gemert, Perfumer & Flavorist, Vol. 18, No. 6, 1-15, 1993

(4S,2S)-(+)-trans-rose oxide - herbal green, floral fruity, herbal rose, citrus (bitter peel)

Odor Threshold = 80 ppb

Ref: Takeshi Yamamoto, Hiroyuki Matsuda, Yasuhide Utsumi, Toshimitsu Hagiwara and Tsuneyoshi Kanisawa, Synthesis and odor of optically active rose oxide, Tetrahedron Letters 43 (Oct. 2002) 9077–9080; H. Matsuda & T. Yamamoto, U.S. Patent No. 5,858,348, Jan. 12, 1999

(4R,2R)-(-)-trans-rose oxide - floral green, green herbal (minty) fruity

Odor Threshold = 160 ppb

Ref: Takeshi Yamamoto, Hiroyuki Matsuda, Yasuhide Utsumi, Toshimitsu Hagiwara and Tsuneyoshi Kanisawa, Synthesis and odor of optically active rose oxide, Tetrahedron Letters 43 (Oct. 2002) 9077–9080; H. Matsuda & T. Yamamoto, U.S. Patent No. 5,858,348, Jan. 12, 1999

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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