(2E,6Z)-Nonadienal (CAS N° 557-48-2)​

Photo credits: ScenTree SAS

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(2E,6Z)-Nonadienal

(2E,6Z)-nona-2,6-dienal ; Cucumber aldehyde ; Nona-2-trans-6-cis-dienal ; Violet leaf aldehyde

(2E,6Z)-Nonadienal (CAS N° 557-48-2)​

Photo credits: ScenTree SAS

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Information Générales

General Presentation

  • CAS N° : 557-48-2

  • EINECS number : 209-178-6

  • FEMA number : 3377

  • FLAVIS number : 05.058

  • JECFA number : 1186

  • Appearance : Colorless liquid

  • Density : 0,86

  • Volatility : Head

  • Price Range : €€€€€

Physico-chemical properties

  • Molecular formula : C9H14O

  • Molecular Weight : 138,21 g/mol

  • Log P : Donnée indisponible.

  • Fusion Point : Donnée indisponible.

  • Boiling Point : 95°C (à 18 mmHg)

  • Detection Threshold : De l'ordre du ppb, 10 millionièmes de pourcent

  • Optical rotation : Donnée indisponible

  • Vapor pressure : Donnée indisponible

  • Refractive Index @20°C : Donnée indisponible

  • Acid Value : Donnée indisponible.

  • Flash Point : 83°C

Utilisation

Uses

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.

Year of discovery :

Data not available.

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.

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.

Synthesis precursor :

Trans-2-cis-6-Nonadienal forms Schiff bases in the presence of Methyl Anthralinate or Indole.

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.

Utilisation

Regulations & IFRA

Allergens :

This ingredient does not contain any allergen.

IFRA 51th :

This ingredient is not restricted for the 51th amendment

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