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(+)-(1S,1'R)-Romandolide®
- The odor properties are best represented in
the enantiomer of the configuration (1S, 1'R),
which renders this compound a choice ingredient
of the invention. This compound possesses a
classical musky type odor, reminiscent of that
of Galaxolide®
(7,8-dihydro-4,6,6,7,8,8-hexamethyl-6H-cyclopenta[9]-2-benzopyrane;
and confers an olfactive impression which is
that of a sweet and natural musky odor, with a
velvety connotation, and which provides much
volume. There is also found a light ambrette
nuance which is accompanied by an undernote
reminiscent of the odor of green fruits.
Odor
Threshold = 0.7 ng /liter in air
=
(+)-2-{(1S)-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl
propionate or
(((S)-1-((R)-3,3-dimethylcyclohexyl)ethoxy)carbonyl)methyl
propionate or less correctly as
(1S,1'R)-1-[(3',3'-dimethyl-1'-cyclohexyl)-ethoxycarbonyl]methyl
propanoate
Ref: Alvin S.
Williams, Esters with musky odor and their use
in perfumery, United States Patent 6,384,269
(May 7, 2002); Threshold value from Philip Kraft
and Walter Eichenberger, Synthesis and Odor of
Aliphatic Musks: Discovery of a New Class of
Odorants, Eur. J. Org. Chem. 2004,
354-365
Romandolide®
is trademark registered in the name of Firmenich
SA
Galaxolide®
is a registered trademark of International
Flavors & Fragrances
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-1-3',3'-dimethyl-1'-cyclohexylethoxycarbonylmethylpropanoate.gif)