John C. Leffingwell, Ph.D. The Nectaryls You must have
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(2S,2'S,1''R)-Nectaryl
- Rather weak and uncharacteristic fruity-lactonic
odour with some additional resemblance of green
apple, it does not contribute much to the
commercial Nectaryl. Odour threshold:
14.9 ng/L air. Note that the
chiral carbons at positions 2 and 2' are
enantiomeric, but the 1''R is not for this pair -
thus while partially enantiomeric this pair are
actually diastereomers =
(2S)-2-{(2S)-2-[(1R)-4-methylcyclohex-3-en-1-yl]propyl}cyclopentanone Ref: Elisabetta
Brenna, Claudio Fuganti, Francesco G. Gatti,
Luciana Malpezzi and Stefano Serra, Synthesis and
olfactory evaluation of all stereoisomers of the
fragrance Nectaryl. Tetrahedron: Asymmetry 19
(2008) 800807 Nectaryl is a
tradename of Givaudan SA |
(2R,2'R,1''R)-nectaryl
- Powerful, very intense, sweet and dry
fruity-lactonic odour in the direction of peach and
apricots, with some floral undertone, does
contribute much to the overall odour of commercial
Nectaryl. Odour threshold:
0.112 ng/L air. Note that the
chiral carbons at positions 2 and 2' are
enantiomeric, but the 1''R is not for this pair -
thus while partially enantiomeric this pair are
actually diastereomers =
(2R)-2-{(2R)-2-[(1R)-4-methylcyclohex-3-en-1-yl]propyl}cyclopentanone Ref: Elisabetta
Brenna, Claudio Fuganti, Francesco G. Gatti,
Luciana Malpezzi and Stefano Serra, Synthesis and
olfactory evaluation of all stereoisomers of the
fragrance Nectaryl. Tetrahedron: Asymmetry 19
(2008) 800807 Nectaryl is a
tradename of Givaudan SA |
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Ionones, Irones, Damascones & Structurally Related Odorants |
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Copyright 2001-2002 - Leffingwell & Associates