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

The p-Menthan-8-thiol-3-ones (Mercaptomenthones)

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Photo by permission of M. Roudintska - Art & Parfum

(1S,4S)-trans-p-menthan-8-thiol-3-one - stronger than (1R,4R)-isomer, tropical, sulfurous, pronounced buchu leaf oil notes (Mosandl, et. al.); A natural passion fruit-like odor which is excellent in terms of impact and has a clean and fresh image (Emura et. al.)

Ref: A Mosandl, Flavours, Regulation, Control, Brussels (Apr 1991), pp 16-17; Mans H. Boelens, Harrie Boelens & Leo J. van Gemert, Perfumer & Flavorist, Vol. 18, No. 6, 1-15, 1993; Makoto Emura, Satoshi Masumura, Kenji Maruyama, Takeshi Yamamoto, United States Patent Application US 2006/0160719, July 20, 2006

(1R,4R)-trans-p-menthan-8-thiol-3-one - onion-like, weak fruity, tropical, dirty (Mosandl, et. al.); A crude malodor which reminds the perfumers of the un-fresh onion (Emura et. al.)

Ref: A Mosandl, Flavours, Regulation, Control, Brussels (Apr 1991), pp 16-17; Mans H. Boelens, Harrie Boelens & Leo J. van Gemert, Perfumer & Flavorist, Vol. 18, No. 6, 1-15, 1993; Makoto Emura, Satoshi Masumura, Kenji Maruyama, Takeshi Yamamoto, United States Patent Application US 2006/0160719, July 20, 2006

(1R,4S)-cis-p-menthan-8-thiol-3-one - rubber, mercaptan-note, isopulegone note, burnt, sulfurous, disagreeable (Mosandl, et. al.); An unpleasant malodor having a rubber-like malodor (Emura, et. al.)

Ref: A Mosandl, Flavours, Regulation, Control, Brussels (Apr 1991), pp 16-17; Mans H. Boelens, Harrie Boelens & Leo J. van Gemert, Perfumer & Flavorist, Vol. 18, No. 6, 1-15, 1993; Makoto Emura, Satoshi Masumura, Kenji Maruyama, Takeshi Yamamoto, United States Patent Application US 2006/0160719, July 20, 2006

(1S,4R)-cis-p-menthan-8-thiol-3-one - black currant leaf, tropical note of passion fruit, intensive fruit note (Mosandl, et. al.); An odor which reminds the perfumers of Buchu oil (Emura, et. al)

Ref: A Mosandl, Flavours, Regulation, Control, Brussels (Apr 1991), pp 16-17; Mans H. Boelens, Harrie Boelens & Leo J. van Gemert, Perfumer & Flavorist, Vol. 18, No. 6, 1-15, 1993; Makoto Emura, Satoshi Masumura, Kenji Maruyama, Takeshi Yamamoto, United States Patent Application US 2006/0160719, July 20, 2006

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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