(3R)-(+)-Aurantiol
- an orange flower fragrance that is not much
different from those (prepared from) the other
isomeric (d- or dl) forms of hydroxycitronellal,
but a more irritating odor, less clean, and less
(or none) of the green note as compared to the
laevo form. (Yamamato)
The
(R)-(+)-enantiomer is an allergen that restricts
is usage in perfumes.
Ref: T.
Yamamato, Advances in the transition metal (Rh,
Ru)-BINAP-catalyzed asymmetric chiral compounds
for flavours and fragrances and their associated
sensory properties, in Current Topics in
Flavours and Fragrances - Towards a New
Millennium of Discovery, Karl A. D. Swift, Ed.,
Kluwer Academic Publishers (now Springer), 2000,
pp. 33-59; T. Yamamoto, K. Sakurai, S. Watanabe,
A. Kinosaki, Perfume composition , U.S. Patent
No. 4738951 (April 19, 1988)
Aurantiol is
a tradename of Givaudan SA; also known as
Auralva (IFF), Aurantesin (H&R, now
Symrise), Aurantion (Quest, now Givaudan),
Aurantha (Takasago)
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(3S)-(-)-Aurantiol
- an orange flower fragrance that is not much
different from those (prepared from) the other
isomeric (d- or dl) forms of hydroxycitronellal,
but with a less irritating odor and imparts a
clean and green note note as compared to the
dextro or racemic forms; therefore, the
impression of this substance was that it was of
higher quality than the other forms.
(Yamamato)
The
(S)-(-)-enantiomer is much less allergeinic
making its usage in perfumes preferable to the
(R)-(+)-form.
Ref: T.
Yamamato, Advances in the transition metal (Rh,
Ru)-BINAP-catalyzed asymmetric chiral compounds
for flavours and fragrances and their associated
sensory properties, in Current Topics in
Flavours and Fragrances - Towards a New
Millennium of Discovery, Karl A. D. Swift, Ed.,
Kluwer Academic Publishers (now Springer), 2000,
pp. 33-59; T. Yamamoto, K. Sakurai, S. Watanabe,
A. Kinosaki, Perfume composition , U.S. Patent
No. 4738951 (April 19, 1988)
Aurantiol is
a tradename of Givaudan SA; also known as
Auralva (IFF), Aurantesin (H&R, now
Symrise), Aurantion (Quest, now Givaudan),
Aurantha (Takasago)
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