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

The 2-Acetyl-p-menth-6-enes

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Photo by permission of M. Roudintska - Art & Parfum

(+)-(2S,4R)-2-Acetyl-p-menth-6-ene - remarkably different in aroma than its (-)-(2R,4S)-enantiomer having a disagreeable tree-like note

Odor Threshold = 2.0 ppm in water

= (+)-1-[(1S,5R)-5-isopropyl-2-methylcyclohex-2-en-1-yl]ethanone

Ref: Yamamoto Kenichi, Matsuda Hiroyuki, Yamazaki Tetsuo, Optical active 2-acetyl-p-menth-6-ene and perfume comprising the same as active ingredient, Japanese Patent No. 2001031620 (Feb. 6, 2001)

Caution: The aroma description was generated by computer translation at the Japanese Patent Office website and in actuality may differ slightly from that given here.

(-)-(2R,4S)-2-Acetyl-p-menth-6-ene - provides a sweetness, specifically reminds of a grapefruit or Mandarin having green fruity citrus aroma

Odor Threshold = 0.1 ppm in water

= (-)-1-[(1R,5S)-5-isopropyl-2-methylcyclohex-2-en-1-yl]ethanone

Ref: Yamamoto Kenichi, Matsuda Hiroyuki, Yamazaki Tetsuo, Optical active 2-acetyl-p-menth-6-ene and perfume comprising the same as active ingredient, Japanese Patent No. 2001031620 (Feb. 6, 2001)

Caution: The aroma description was generated by computer translation at the Japanese Patent Office website and in actuality may differ slightly from that given here.

(-)-(2S,4S)-2-Acetyl-p-menth-6-ene - disagreeable tree-like green note

Odor Threshold = NA

= (-)-1-[(1S,5S)-5-isopropyl-2-methylcyclohex-2-en-1-yl]ethanone

Ref: Yamamoto Kenichi, Matsuda Hiroyuki, Yamazaki Tetsuo, Optical active 2-acetyl-p-menth-6-ene and perfume comprising the same as active ingredient, Japanese Patent No. 2001031620 (Feb. 6, 2001)

Caution: The aroma description was generated by computer translation at the Japanese Patent Office website and in actuality may differ slightly from that given here.

(+)-(2R,4R)-2-Acetyl-p-menth-6-ene - disagreeable tree-like green note

Odor Threshold = NA

= (+)-1-[(1R,5R)-5-isopropyl-2-methylcyclohex-2-en-1-yl]ethanone

Ref: Yamamoto Kenichi, Matsuda Hiroyuki, Yamazaki Tetsuo, Optical active 2-acetyl-p-menth-6-ene and perfume comprising the same as active ingredient, Japanese Patent No. 2001031620 (Feb. 6, 2001)

Caution: The aroma description was generated by computer translation at the Japanese Patent Office website and in actuality may differ slightly from that given here.

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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