Trans-2-cis-6-Nonadienal
Naturelle - Synthétique
Fruity > Juicy Fruits > Green
Crédits photo: ScenTree SAS
Other names :
(2E,6Z)-nona-2,6-dienal ; Cucumber aldehyde ; Nona-2-trans-6-cis-dienal ; Violet leaf aldehyde
Volatility :
Head
Uses in perfumery :
Trans-2-cis-6-Nonadienal is used in marine, cucumber and melon notes, to bring, in small quantities, a vegetal bouquet effect.
Natural availability :
Trans-2-cis-6-Nonadienal was found to be one of the major compounds responsible for the smell of Violet Leaf Absolute. It is the most used plant to isolate this molecule.
Year of discovery :
Data not available.
Other comments :
Trans-2-cis-6-Nonadienal, like cis-6-Nonenal, is a very powerful note, with a very low detection threshold (in the order of ppb, or 10 millionths of a percent). It must therefore be used in dilution in the compositions. In addition, it is more used for cucumber notes than cis-6-Nonenal, which is more reminiscent of melon.
In comparision to Trans-2-cis-6-Nonadienal, both molecules have a common violet leaf usage, but Trans-2-cis-6-Nonadienol still has a more floral and soft touch.
Both raw materials are also very costly.
In comparision to Trans-2-cis-6-Nonadienal, both molecules have a common violet leaf usage, but Trans-2-cis-6-Nonadienol still has a more floral and soft touch.
Both raw materials are also very costly.
Price Range :
€€€€€
Stability :
Aldehydes may form diethylacetals in alcoholic perfumes, with no real impact on their smell.
Very unstable in acid cleaners and very alkaline products. Exclusively stable in shampoo, soap and fabric care bases.
Very unstable in acid cleaners and very alkaline products. Exclusively stable in shampoo, soap and fabric care bases.
Crédits photo: ScenTree SAS
- Molecular formula :
- C9H14O
- Molecular Weight :
- 138,21 g/mol
- Density :
- 0,86
- Flash Point :
- 83°C
- Fusion Point :
- Donnée indisponible.
- Appearance :
- Colorless liquid
- Log P :
- Donnée indisponible,
- Boiling Point :
- 95°C (à 18 mmHg)
- Detection Threshold :
- De l'ordre du ppb, 10 millionièmes de pourcent
Synthesis route :
Trans-2-cis-6-Nonadienal is synthesized by a condensation of malonic acid with cis-4-Heptenal to give trans-2-cis-6-nonadienoic acid. Then, an esterification reaction with methanol in an acidic medium allows to obtain the corresponding ester. A reduction of this ester with lithium tetrahydruroaluminate allows to synthesize the corresponding alcohol. Finally, an oxidation with potassium permanganate allows to obtain the desired final aldehyde.
Synthesis precursor :
Trans-2-cis-6-Nonadienal forms Schiff bases in the presence of Methyl Anthralinate or Indole.
Isomerism :
The diastereoisomers of the molecule all have a relatively similar smell reminiscent of cucumber and violet leaf. Nevertheless, trans-2-cis-6-Nonadienal is the most commonly used isomer. Triplal® is a constitutional isomer of trans-2-cis-6-Nonadienal, but has a very green-cut grass smell, which is very different.
- EINECS number :
- 209-178-6
- FEMA number :
- 3377
- JECFA number :
- 1186
- FLAVIS number :
- 05.058
- Allergens :
- This ingredient does not contain any allergen.
- IFRA :
- This ingredient is not restricted
To learn more about IFRA's standards : https://ifrafragrance.org/safe-use/library
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