(1S,4R)-(-)-fenchone
- camphoraceous, strong, diffusive, sweet
odor
Odor
Threshold = 350 ppb in water (Pelosi et
al.)
Odor
Threshold = 440 ppb in water (Padrayuttawat et
al.)
=
(1S,4R)-(-)-1,3,3-Trimethyl-bicyclo[2.2.1]heptan-2-one
Laska et al.
found no significant discrimination between the
odor of the two enantiomers for humans. This may
have been due to panel acuity, as a number of
the other enantiomers studied have been
discriminated by other groups. Conversly,
squirrel monkeys could discriminate the
enantiomers of fenchone.
Similarly,
Rubin & Katz have shown that Fenchone is
discriminated in the rat olfactory
bulb.
Ref: P.
Pelosi & A.M. Pisanelli, Chemical Senses, 6,
87-93 (1981); L.J. van Gemert, Compilations of
odour threshold values in air and water, Boelens
Aroma Chemical Information Service, Publisher
(1999), p. B-117;
PADRAYUTTAWAT, A.,
T. YOSHIZAWA, H. TAMURA & T.
TOKUNAGA
(1997), Optical isomers and odor thresholds of
volatile constituents in Citrus sudachi, Food
Sci. Technol. Int. Tokyo, 3, 402-408; Matthias
Laska and Peter Teubner, Olfactory
Discrimination Ability of Human Subjects for Ten
Pairs of Enantiomers, Chem. Senses 24: 161-170,
1999; Matthias Laska, Anne Liesen, and Peter
Teubner, Enantioselectivity of odor perception
in squirrel monkeys and humans, Am J Physiol
Regul Integr Comp Physiol., Vol. 277, Issue 4,
R1098-R1103, October 1999; Benjamin D. Rubin
& Lawrence C. Katz, Spatial coding of
enantiomers in the rat olfactory bulb, Nature
Neuroscience 4, 355 - 356 (2001)
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(1R,4S)-(+)-fenchone
- camphoraceous, strong, diffusive, sweet odor
Odor
Threshold = 510 ppb in water (Pelosi et
al.)
Odor
Threshold = 240 ppb in water (Padrayuttawat et
al.)
=
(1R,4S)-(+)-
1,3,3-Trimethyl-bicyclo[2.2.1]heptan-2-one
Ref: P.
Pelosi & A.M. Pisanelli, Chemical Senses, 6,
87-93 (1981); L.J. van Gemert, Compilations of
odour threshold values in air and water, Boelens
Aroma Chemical Information Service, Publisher
(1999), p. B-117;
PADRAYUTTAWAT, A.,
T. YOSHIZAWA, H. TAMURA & T.
TOKUNAGA
(1997), Optical isomers and odor thresholds of
volatile constituents in Citrus sudachi, Food
Sci. Technol. Int. Tokyo, 3, 402-408; Matthias
Laska and Peter Teubner, Olfactory
Discrimination Ability of Human Subjects for Ten
Pairs of Enantiomers, Chem. Senses 24: 161-170,
1999; Matthias Laska, Anne Liesen, and Peter
Teubner, Enantioselectivity of odor perception
in squirrel monkeys and humans, Am J Physiol
Regul Integr Comp Physiol., Vol. 277, Issue 4,
R1098-R1103, October 1999
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