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| | AURANTIOL Basic information |
| Product Name: | AURANTIOL | | Synonyms: | SCHIFF'S BASE-HYDROXYCITRONELLAL AND METHYL ANTHRANILATE;methyl 2-[(7-hydroxy-3,7-dimethyloctylidene)amino]benzoate;Hydroxycitronellal methyl anthranilate;Methyl-2-[(7-hydroxy-3,7-dimethyloctyliden)amino]benzoat;2-(3,7-Dimethyl-7-hydroxyoctylideneamino)benzoic acid methyl ester;2-[(7-Hydroxy-3,7-dimethyloctylidene)amino]benzoic acid methyl ester;Hydroxycitronellal;2-[(7-hydroxy-3,7-dimethyloctylidene)amino]-benzoicacimethylester | | CAS: | 89-43-0 | | MF: | C18H27NO3 | | MW: | 305.41 | | EINECS: | 201-908-1 | | Product Categories: | | | Mol File: | 89-43-0.mol |  |
| | AURANTIOL Chemical Properties |
| Boiling point | 445.7±45.0 °C(Predicted) | | density | 1.01±0.1 g/cm3(Predicted) | | Fp | 97℃ | | solubility | Almost insoluble in water, soluble in alcohol and oils, poorly soluble in Propylene glycol. | | form | Intensely yellow, viscous to very viscous liquid | | pka | 15.31±0.29(Predicted) | | Odor | at 50.00 % in dipropylene glycol. floral lily orange blossom sweet | | Odor Type | floral | | LogP | 5.417 (est) | | EPA Substance Registry System | Benzoic acid, 2-[(7-hydroxy-3,7-dimethyloctylidene)amino]-, methyl ester (89-43-0) |
| toxicity | The acute oral LD50 value in rats was reported as > 5 g/kg (Moreno, 1973). The acute dermal LD50 value in rabbits was reported as > 2 g/kg (Moreno, 1973). |
| | AURANTIOL Usage And Synthesis |
| Chemical Properties | Viscous, colorless, or faintly yellow liquid; sweet lily-type odor.Soluble in alcohol (50%), fixed oils;
slightly soluble in water, glycerol, and mineral oil.
Combustible. | | Occurrence | Has apparently not been reported to occur in nature. | | Uses | Perfumery (fixative, muguet odor), flavoring,
soap and cosmetic fragrances. | | Uses | hydroxycitronellal is used to mask odor. | | Application |
This Schiff-s base Aurantiol is the most widely used of all Schiff's bases known in perfumery. Its low cost and considerable strength, its tenacity and versatility are virtues that make the product applicable in fragrances of all price levels and for numerous purposes. Obviously and almost inevitably used in Orange blossom, Neroli and related heavy florals, it finds use in smaller amounts in countless other fragrant types: Citrus blends, Ambres, and Orientals. Chyprcs, etc. It forms the steady undertone in many such sweet florals, in Honeysuckle, Frangipanni, Magnolia, exotic florals, etc. In the Citrus Cologne types, it has the ability to appear even in the initial notes, besides being a fixative. Used for nearly 50 years, it has been brought "back to life" several times, e. g., when the fruity-musky perfume was fashionable (and still is, to a certain degree), that perfume had a solid undertone of this type of material, backed up by Ethylene brassylate and Undecanolide in unusually high proportions. This base has a perceptible effect in a perfume oil at concentrations beginning well below 1%, but is often used at a much higher level.
| | Preparation | By hydration of citronellal (Bedoukian, 1967). | | Synthesis Reference(s) | The Journal of Organic Chemistry, 39, p. 108, 1974 DOI: 10.1021/jo00915a028 | | Trade name | Aurantiol Pure (Givaudan). |
| | AURANTIOL Preparation Products And Raw materials |
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