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AURANTIOL

CAS No.
89-43-0
Chemical Name:
AURANTIOL
Synonyms
AURALVA;AURANTIOL;AURANTION;AURANTIUM;201-908-1;Hydroxycitronellal;Hydroxycitronellal methyl anthranilate;METHYL ANTHRANILATE HYDROXY CITRONELLAL;HYDROXYCITRONELLYLIDENE METHYLANTHRANILATE;HYDROXYCITRONELLAL-METHYLANTHRANILATE SCHIFF'S BASE
CBNumber:
CB8125415
Molecular Formula:
C18H27NO3
Molecular Weight:
305.41
MDL Number:
MFCD00021817
MOL File:
89-43-0.mol
MSDS File:
SDS
Last updated:2023-05-25 18:01:19

AURANTIOL Properties

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)
EWG's Food Scores 4-7
FDA UNII 495739WRQE
EPA Substance Registry System Benzoic acid, 2-[(7-hydroxy-3,7-dimethyloctylidene)amino]-, methyl ester (89-43-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H317-H319
Precautionary statements  P264-P280-P305+P351+P338-P337+P313P-P261-P272-P280-P302+P352-P333+P313-P321-P363-P501
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).
NFPA 704
1
0 0

AURANTIOL price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich S363529 METHYL N-(3,7-DIMETHYL-7-HYDROXYOCTYLIDENE)-ANTHRANILATE Aldrich 89-43-0 250mg $179 2024-03-01 Buy
AK Scientific 3702BA Aurantiol 89-43-0 250g $248 2021-12-16 Buy
Chem-Impex 33821 MethylN-(3,7-Dimethyl-7-Hydroxyoctylidene)-anthranilate,KOSHER KOSHER 89-43-0 2.5KG $572.32 2021-12-16 Buy
Chem-Impex 33821 MethylN-(3,7-Dimethyl-7-Hydroxyoctylidene)-anthranilate,KOSHER KOSHER 89-43-0 10KG $1542.24 2021-12-16 Buy
Chem-Impex 33821 MethylN-(3,7-Dimethyl-7-Hydroxyoctylidene)-anthranilate,KOSHER KOSHER 89-43-0 25KG $3469.76 2021-12-16 Buy
Product number Packaging Price Buy
S363529 250mg $179 Buy
3702BA 250g $248 Buy
33821 2.5KG $572.32 Buy
33821 10KG $1542.24 Buy
33821 25KG $3469.76 Buy

AURANTIOL Chemical Properties,Uses,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

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).

107-75-5
134-20-3
89-43-0
Synthesis of AURANTIOL from 3,7-Dimethyl-7-hydroxyoctanal and Methyl anthranilate

AURANTIOL Preparation Products And Raw materials

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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 Benzoicacid,2-[(7-hydroxy-3,7-dimethyloctylidene)amino]-,methylester HYDROXYCITRONELLAL-METHYLANTHRANILATE SCHIFF'S BASE HYDROXYCITRONELLYLIDENE METHYLANTHRANILATE AURALVA AURANTIOL AURANTION AURANTIUM METHYL N-3,7-DIMETHYL-7-HYDROXYOCTYLIDENEANTHRANILATE N-(7-HYDROXY-3 7-DIMETHYLOCTYLIDENE)ANTHRANILIC ACID METHYL ESTER METHYL ANTHRANILATE HYDROXY CITRONELLAL 201-908-1 89-43-0