The delta-Octathionolactones

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

The 1-methyl-3-(2-methylpropyl)cyclohexan-1-ols

You must have Java installed to view the molecular visualization on this page
Photo by permission of M. Roudintska - Art & Parfum

trans-1-methyl-3-(2-methylpropyl)cyclohexan-1-ol (Enantiomer A) - strong, citrus, grapefruit, rhubarb, floral

= trans-3-isobutyl-1-methylcyclohexanol (Enantiomer A)

Note - as the absolute configurations of the trans-enantiomers were not determined, the figure representations may be inverted

The trans assignments assumed a chair conformation with the isobutyl being equatorial then OH is axial and Me is equatorial

 Ref: Karen Jane Rossiter, PERFUMES COMPRISING 3-ALKYLCYCLOALKANOLS, EP0977720 (June 19, 2002)

trans-1-methyl-3-(2-methylpropyl)cyclohexan-1-ol (Enantiomer B) - strong, floral

= trans-3-isobutyl-1-methylcyclohexanol (Enantiomer B)

Note - as the absolute configurations of the trans-enantiomers were not determined, the figure representations may be inverted

The trans assignments assumed a chair conformation with the isobutyl being equatorial then OH is axial and Me is equatorial

Ref:  Ref: Karen Jane Rossiter, PERFUMES COMPRISING 3-ALKYLCYCLOALKANOLS, EP0977720 (June 19, 2002)

cis-1-methyl-3-(2-methylpropyl)cyclohexan-1-ol (Enantiomer A) - weak, citrus, grapefruit

= cis-3-isobutyl-1-methylcyclohexanol (Enantiomer A)

Note - as the absolute configurations of the cis-enantiomers were not determined, the figure representations may be inverted

The cis assigment assumed a chair conformation with the isobutyl being equatorial then OH is equatorial and Me is axial

 Ref: Karen Jane Rossiter, PERFUMES COMPRISING 3-ALKYLCYCLOALKANOLS, EP0977720 (June 19, 2002)

cis-1-methyl-3-(2-methylpropyl)cyclohexan-1-ol (Enantiomer B) - strong, floral, muguet

= cis-3-isobutyl-1-methylcyclohexanol (Enantiomer B)

Note - as the absolute configurations of the cis-enantiomers were not determined, the figure representations may be inverted

The cis assigment assumed a chair conformation with the isobutyl being equatorial then OH is equatorial and Me is axial

Ref:  Ref: Karen Jane Rossiter, PERFUMES COMPRISING 3-ALKYLCYCLOALKANOLS, EP0977720 (June 19, 2002)

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

HOME

Copyright 2001 - Leffingwell & Associates