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

The Methylpropyloxathianes- S-oxides

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Photo by permission of M. Roudintska - Art & Parfum

(2R,3S,4S)-(-)-cis-2-methyl-4-propyl.-1,3-oxathiane-S-oxide - Grassy, green long lasting, unpleasnnt sulfur note

Ref: Ronald Bentley, The Nose as a Stereochemist. Enantiomers and Odor, Chemical Reviews, 2006, 106, 4099-4112; Mosandl, A.; Deger, W.; Gessner, M.; Gunther, C.; Heusinger, G.; Singer, G. Lebensmittelchem. Gerichtl. Chem. 1987, 41, 35.

(2S,3R,4R)-(+)-cis-2-methyl-4-propyl.-1,3-oxathiane-S-oxide - Intensive, green sulfur note (reminiscent of rhubarb)

Ref: Ronald Bentley, The Nose as a Stereochemist. Enantiomers and Odor, Chemical Reviews, 2006, 106, 4099-4112; Mosandl, A.; Deger, W.; Gessner, M.; Gunther, C.; Heusinger, G.; Singer, G. Lebensmittelchem. Gerichtl. Chem. 1987, 41, 35.

(2R,3R,4S)-(+)-cis-2-methyl-4-propyl.-1,3-oxathiane-S-oxide - Intensive, pungent green foul sulfur note (H2S)

Ref: Ronald Bentley, The Nose as a Stereochemist. Enantiomers and Odor, Chemical Reviews, 2006, 106, 4099-4112; Mosandl, A.; Deger, W.; Gessner, M.; Gunther, C.; Heusinger, G.; Singer, G. Lebensmittelchem. Gerichtl. Chem. 1987, 41, 35.

(2S,3S,4R)-(-)-cis-2-methyl-4-propyl.-1,3-oxathiane-S-oxide - Intensive, exotic fruit note, very volatile

Ref: Ronald Bentley, The Nose as a Stereochemist. Enantiomers and Odor, Chemical Reviews, 2006, 106, 4099-4112; Mosandl, A.; Deger, W.; Gessner, M.; Gunther, C.; Heusinger, G.; Singer, G. Lebensmittelchem. Gerichtl. Chem. 1987, 41, 35.

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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