Isoraldéine 95®

Other comments :

Isoraldeine 95® has a woodier note than Iralia®, less sweet than alpha-Ionone and less dusty than beta-Ionone.
Originally, the synthesis of some ionones gave birth to several organic waste, stored in barrels (fûts in French). The perfumer, Edmond Roudnitska, chose to use one of them in the creation of one of his biggest hits: fût n°5, which was subsequently regulated.
Methyl ionones are one of the 26 allergens in perfumery.

Stability :

Unstable in acid products, except fabric conditioners, and in very alkaline products.

Uses in perfumery :

Isoraldeine 95® is used for reproductions of violet notes, in floral fragrances, in association with rosy or woody sandalwood notes. Useful in the reconstitution of carnation and tea notes, combined with hedione and Bergamot EO.

Year of discovery :

Data not available.

Isomerism :

As for conventional Ionones, the synthesis of alpha-Isomethylionone gives rise to other isomers of this molecule. beta-Isomethylionone has a more ambergris, orris and less fruity smell. Alpha-Irone and Cashmaeran are constitutional isomers of Isoraldeine®. Nevertheless, Cashmeran® has a distant smell, while Irone is closer to its violet aspect.

Synthesis precursor :

Isoraldeine 95® is not a precursor to the synthesis of another compound of olfactory interest.

Natural availability :

Isoraldeine 95® is not available in its natural state.

Synthesis route :

Isoraldeine 95® is composed of a predominantly methylionone isomer, called alpha-Isomethyl Ionone. The synthesis of methylionones is made from Citral and methyl ethyl ketone (instead of acetone for ionones). This synthesis step gives rise to two molecules called n-methyl pseudoionone and Isomethyl pseudoionone, both having cis and trans diastereoisomers. The ratio of one molecule relative to the other is favoured by the choice of the reaction catalyst: the stronger the catalyst base, the more favoured will Isomethyl pseudoionone be. For the cyclization step of Pseudoionone, as for Alpha-Ionone, the use of concentrated phosphoric acid favours alpha-Isomethylionone rather than the beta or gamma isomer. In general, each isomethyl ionone synthesis results in the formation of isomers of the desired molecule. In the case of alpha-Isomethylionone, its purity can reach 90% maximum (comparision with Isoraldeine 70®).