(1S,5R)-(+)-cis-alpha-irone
- iris, sweet irone odour, woody ionone, floral,
fruity (Galfry, et.al, by GC sniffing); Inoue,
et. al., indicates the odor is Green, light;
weak; Brenna, et. al. describe it as Violet
like, with woody, methylionone
undertones
Odor
Threshold = 100 ppm (100,000 ppb)
also known as
(2R,6S)-(+)-cis-alpha-irone
Ref: A.
Galfry, P. Martin and M. Petrizilka, J. Essent.
Oil Res., 5, 265-277 (1993); T. Inoue, H. Kiyota
& T. Oritani, Synthesis of both enantiomers
of cis-alpha-irone and cis-gamma-irone,
principal constituents of iris oil, via
resolution of
(±)-2,2,4-trimethyl-3-cyclohexene-1-carboxylic
acid, Tetrahedron: Assymetry, 11(18), 3807-3818
(2000); Brenna, Elisabetta; Fuganti, Claudio;
Fronza, Giovanni; Malpezzi, Luciana; Righetti,
Annalisa; Serra, Stefano., Enzyme-Mediated
Preparation of (+)- and (-)-cis-alpha-Irone and
(+)- and (-)-trans-alpha-Irone, Helv. Chim.
Acta, 82(12), 2246-2259 (1999); Elisabetta
Brenna, Claudio Fuganti and Stefano Serra,
Enantioselective perception of chiral odorants,
Tetrahedron: Asymmetry, 14, 142
(2003)
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(1R,5S)-(-)-cis-alpha-irone
-
odourless (Galfry, et.al, by GC sniffing); In
contrast, Inoue, et. al., indicate the
(-)-cis-alpha-irone fragrance is superior to its
enantiomer with Single-floral, ionone-like
notes; Brenna, et. al. describe it as slightly
stronger with a distinct
orris-butter character
Odor
Threshold = 10 ppm (10,000 ppb)
also known as
(2S,6R)-(-)-cis-alpha-irone
Ref: A.
Galfry, P. Martin and M. Petrizilka, J. Essent.
Oil Res., 5, 265-277 (1993); T. Inoue, H. Kiyota
& T. Oritani, Synthesis of both enantiomers
of cis-alpha-irone and cis-gamma-irone,
principal constituents of iris oil, via
resolution of
(±)-2,2,4-trimethyl-3-cyclohexene-1-carboxylic
acid, Tetrahedron: Assymetry, 11(18), 3807-3818
(2000); Brenna, Elisabetta; Fuganti, Claudio;
Fronza, Giovanni; Malpezzi, Luciana; Righetti,
Annalisa; Serra, Stefano., Enzyme-Mediated
Preparation of (+)- and (-)-cis-alpha-Irone and
(+)- and (-)-trans-alpha-Irone, Helv. Chim.
Acta, 82(12), 2246-2259 (1999); Elisabetta
Brenna, Claudio Fuganti and Stefano Serra,
Enantioselective perception of chiral odorants,
Tetrahedron: Asymmetry, 14, 142
(2003)
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(1S,5S)-(+)-trans-alpha-irone
- floral, fresh & fruity, irone and ionone
type, honey, sweet chamomille effect, violet
odour is weak (Galfry, et.al, by GC sniffing);
Brenna, et. al. describe it as the weakest of
the alpha-isomers
Odor
Threshold = NA
also known as
(2S,6S)-(+)-trans-alpha-irone
Ref:
A.
Galfry, P. Martin and M. Petrizilka, J. Essent.
Oil Res., 5, 265-277 (1993); Brenna, Elisabetta;
Fuganti, Claudio; Fronza, Giovanni; Malpezzi,
Luciana; Righetti, Annalisa; Serra, Stefano.,
Enzyme-Mediated Preparation of (+)- and
(-)-cis-alpha-Irone and (+)- and
(-)-trans-alpha-Irone, Helv. Chim. Acta, 82(12),
2246-2259 (1999); Elisabetta Brenna, Claudio
Fuganti and Stefano Serra, Enantioselective
perception of chiral odorants, Tetrahedron:
Asymmetry, 14, 142 (2003)
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(1R,5R)-(-)-trans-alpha-irone
- iris, sweet irone charachter, dry odour
(Galfry, et.al, by GC sniffing); Brenna, et. al.
describe it as showing a "weak violet/wood/red
berry character. Neither (+)- nor
(-)-trans-alpha-irone possesses the
characteristic orris odour"
Odor
Threshold = NA
also known as
(2R,6R)-(-)-trans-alpha-irone
Ref:
A.
Galfry, P. Martin and M. Petrizilka, J. Essent.
Oil Res., 5, 265-277 (1993); Brenna, Elisabetta;
Fuganti, Claudio; Fronza, Giovanni; Malpezzi,
Luciana; Righetti, Annalisa; Serra, Stefano.,
Enzyme-Mediated Preparation of (+)- and
(-)-cis-alpha-Irone and (+)- and
(-)-trans-alpha-Irone, Helv. Chim. Acta, 82(12),
2246-2259 (1999); Elisabetta Brenna, Claudio
Fuganti and Stefano Serra, Enantioselective
perception of chiral odorants, Tetrahedron:
Asymmetry, 14, 142 (2003)
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