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

The 2,5-dimethyl-2-indanmethanols

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Photo by permission of M. Roudintska - Art & Parfum

(+)-(S)-2,5-dimethyl-2-indanmethanol has a floral, lily of the valley note evoking the bottom note of Lilial®.

An evaluation of (+)-(S)-, (-)-(R)-, and (±)- showed only minor differences in terms of odor.

= (+)-[(2S)-2,5-dimethyl-2,3-dihydro-1H-inden-2-yl]methanol

Ref: Beat Winter & Philippe Schneider, 2-indanmethanol derivatives and their use in perfumery, United States Patent 6,323,173 (November 27, 2001); Christian Vial, Gérald Bernardinelli, Philippe Schneider, Michael Aizenberg, Béat Winter, Synthesis and Optical Resolution of the Floral Odorant (±)-2,3-Dihydro-2,5-dimethyl-1H-indene-2-methanol, and Preparation of Analogues, Helvetica Chimica Acta,Volume 88, Issue 12, Date: December 2005, Pages: 3109-3117

(-)-(R)-2,5-dimethyl-2-indanmethanol is closer to hydroxycitronellal.

An evaluation of (+)-(S)-, (-)-(R)-, and (±)- showed only minor differences in terms of odor.

= (-)-[(2R)-2,5-dimethyl-2,3-dihydro-1H-inden-2-yl]methanol

Ref: Beat Winter & Philippe Schneider, 2-indanmethanol derivatives and their use in perfumery, United States Patent 6,323,173 (November 27, 2001); Christian Vial, Gérald Bernardinelli, Philippe Schneider, Michael Aizenberg, Béat Winter, Synthesis and Optical Resolution of the Floral Odorant (±)-2,3-Dihydro-2,5-dimethyl-1H-indene-2-methanol, and Preparation of Analogues, Helvetica Chimica Acta,Volume 88, Issue 12, Date: December 2005, Pages: 3109-3117

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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Copyright 2001 - Leffingwell & Associates