AURANTIOL

ChemicalBook > CAS DataBase List > AURANTIOL

Product Name: AURANTIOL
CAS No.: 89-43-0
Chemical Name: AURANTIOL
Synonyms: AURALVA;201-908-1;AURANTIOL;AURANTION;AURANTIUM;Hydroxycitronellal;Hydroxycitronellal methyl anthranilate;METHYL ANTHRANILATE HYDROXY CITRONELLAL;HYDROXYCITRONELLYLIDENE METHYLANTHRANILATE;HYDROXYCITRONELLAL-METHYLANTHRANILATE SCHIFF'S BASE
CBNumber: CB8125415
Molecular Formula: C18H27NO3
Formula Weight: 305.41
MOL File: 89-43-0.mol

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AURANTIOL Property

Boiling point:: 445.7±45.0 °C(Predicted)
Density: 1.01±0.1 g/cm3(Predicted)
Flash point:: 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)

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Safety

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).

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H317May cause an allergic skin reaction

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: S363529
Product name: METHYL N-(3,7-DIMETHYL-7-HYDROXYOCTYLIDENE)-ANTHRANILATE
Purity: Aldrich
Packaging: 250mg
Price: $179
Updated: 2024/03/01

AK Scientific

Product number: 3702BA
Product name: Aurantiol
Packaging: 250g
Price: $248
Updated: 2021/12/16

Chem-Impex

Product number: 33821
Product name: MethylN-(3,7-Dimethyl-7-Hydroxyoctylidene)-anthranilate,KOSHER
Purity: KOSHER
Packaging: 2.5KG
Price: $572.32
Updated: 2021/12/16

Chem-Impex

Product number: 33821
Product name: MethylN-(3,7-Dimethyl-7-Hydroxyoctylidene)-anthranilate,KOSHER
Purity: KOSHER
Packaging: 10KG
Price: $1542.24
Updated: 2021/12/16

Chem-Impex

Product number: 33821
Product name: MethylN-(3,7-Dimethyl-7-Hydroxyoctylidene)-anthranilate,KOSHER
Purity: KOSHER
Packaging: 25KG
Price: $3469.76
Updated: 2021/12/16

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AURANTIOL Chemical Properties,Usage,Production

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

hydroxycitronellal is used to mask odor.

Uses

Perfumery (fixative, muguet odor), flavoring, soap and cosmetic fragrances.

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

Raw materials

Preparation Products

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89-43-0, AURANTIOLRelated Search:

Methyl anthranilate Citronellal Aurantiol (methyl anthranilate and hydroxycitronellal schiff base) AURANTIOL

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

201-908-1

Benzoicacid,2-[(7-hydroxy-3,7-dimethyloctylidene)amino]-,methylester

HYDROXYCITRONELLAL-METHYLANTHRANILATE SCHIFF'S BASE

HYDROXYCITRONELLYLIDENE METHYLANTHRANILATE

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89-43-0