(R,R)-(+)-Vulcanonitrile
- similar, but less musky and woody than the
(-)-(6S,7S) enantiomer
It has been
observed that
5,6,7,8-tetrahydro-3,5,5,6,7,8,8-heptamethyl-
2-naphthalenecarbonitrile possesses an earthy
and musky odor, the bottom note of which is
provided with a humus-like and earthy character
which strongly resembles the odor of its
aldehydic analogue
Vulcanolide®.
Although the note of the racemic nitrile is
similar to that developed by its enantiomers
(-)-(6S,7S) and (+)-(6R,7R), the odor character
of the latter is distinct from that of the
racemate insofar as
(-)-(6S,7S)-5,6,7,8-tetrahydro-3,5,5,6,7,8,8-heptamethyl-2-naphthalenecarbonitrile
possesses a stronger and woodier note than its
(+)-(6R,7R) enantiomer.
=
(+)-(6R,7R)-3,5,5,6,7,8,8-heptamethyl-5,6,7,8-tetrahydronaphthalene-2-carbonitrile
Ref:
Charles
Fehr, Franqois Delay, Pierre-Main Blanc,
Nathalie Chaptal-Gradoz, United States Patent
No. 5,521,151, May 28, 1996; EP 664286 A1, July
26, 1995.
Vulcanonitrile
is a trivial name based on analogy with
Vulcanolide®
(which is a registered trademark of Firmenich
SA)
|
|
(S,S)-(-)-Vulcanonitrile
- stronger earthy, musky and woodier note than
its (+)-(6R,7R) enantiomer.
It has been
observed that
5,6,7,8-tetrahydro-3,5,5,6,7,8,8-heptamethyl-
2-naphthalenecarbonitrile possesses an earthy
and musky odor, the bottom note of which is
provided with a humus-like and earthy character
which strongly resembles the odor of its
aldehydic analogue
Vulcanolide®.
Although the note of the racemic nitrile is
similar to that developed by its enantiomers
(-)-(6S,7S) and (+)-(6R,7R), the odor character
of the latter is distinct from that of the
racemate insofar as
(-)-(6S,7S)-5,6,7,8-tetrahydro-3,5,5,6,7,8,8-heptamethyl-2-naphthalenecarbonitrile
possesses a stronger and woodier note than its
(+)-(6R,7R) enantiomer.
=
(-)-(6S,7S)-3,5,5,6,7,8,8-heptamethyl-5,6,7,8-tetrahydronaphthalene-2-carbonitrile
Ref:
Charles
Fehr, Franqois Delay, Pierre-Main Blanc,
Nathalie Chaptal-Gradoz, United States Patent
No. 5,521,151, May 28, 1996; EP 664286 A1, July
26, 1995.
Vulcanonitrile
is a trivial name based on analogy with
Vulcanolide®
(which is a registered trademark of Firmenich
SA)
|
|