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Isobutyl anthranilate

Isobutyl anthranilate Structure
CAS No.
7779-77-3
Chemical Name:
Isobutyl anthranilate
Synonyms
FEMA 2182;ISOBUTYL ANTHRANILATE;Isobutyl 2-aMinobenzoate;Anthranilic acid isobutyl;isobutylb10361anthranilate;2-Methylpropyl 2-aminobenzoate;Isobutyl anthranilate USP/EP/BP;o-Aminobenzoic acid isobutyl ester;2-amino-benzoicaci2-methylpropylester;Benzoicacid,2-amino-,2-methylpropylester
CBNumber:
CB5189506
Molecular Formula:
C11H15NO2
Molecular Weight:
193.24
MOL File:
7779-77-3.mol
Modify Date:
2024/6/6 16:43:31

Isobutyl anthranilate Properties

Boiling point 118 °C
Density 1,06 g/cm3
FEMA 2182 | ISOBUTYL ANTHRANILATE
pka 2.10±0.10(Predicted)
Odor at 100.00 %. grape sweet fruity floral berry
Odor Type fruity
JECFA Number 1537
Stability Stable, but air and light sensitive. Combustible. Hydrolyses under acidic or basic conditions.
LogP 3.45
CAS DataBase Reference 7779-77-3(CAS DataBase Reference)
NIST Chemistry Reference Benzoic acid, 2-amino-, 2-methylpropyl ester(7779-77-3)
EPA Substance Registry System Isobutyl anthranilate (7779-77-3)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H335-H319-H315
Precautionary statements  P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Hazard Codes  Xi
HazardClass  IRRITANT

Isobutyl anthranilate Chemical Properties,Uses,Production

Description

Isobutyl anthranilate has a faint, orange flowers odor. Prepared by heating the anhydride of N-carboxyl anthranilic acid with sodium isobutoxide and subsequently hydrolyzing the reaction product.

Application

Isobutyl anthranilate is an interesting modifier in Jasmin, Neroli and Orangeblossom fragrances, and lends tenacity, sweetness and richness to many types of floral or Oriental fragrances. It is used quite extensively in flavor compositions, not only in the traditional Grape (American type) and Mandarin, but also in Cherry, Pineapple, Strawberry, Raspberry imitation flavors. Concentrations are up to 12 or 14 ppm in the finished product, except in chewing gum where it may reach 1700 ppm.

Production Methods

Isobutyl anthranilate can be produced by direct esterification of iso-Butylalcohol with Anthranilic acid under azeotropic conditions, or from Isatoic anhydride by reaction with e.g. Aluminium iso-Butoxide in iso-butylalcoholic solution.

General Description

Brown liquid. Insoluble in water.

Air & Water Reactions

Isobutyl anthranilate is sensitive to air and light. Insoluble in water.

Reactivity Profile

Isobutyl anthranilate hydrolyzes under acidic or basic conditions.

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition Isobutyl anthranilate emits toxic fumes.

Fire Hazard

Flash point data for Isobutyl anthranilate are not available. Isobutyl anthranilate is probably combustible.

Isobutyl anthranilate Preparation Products And Raw materials

Raw materials

Preparation Products

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2-amino-benzoicaci2-methylpropylester Benzoicacid,2-amino-,2-methylpropylester isobutylb10361anthranilate ISOBUTYL ANTHRANILATE FEMA 2182 2-amino-benzoic acid 2-methylpropyl ester 2-Methylpropyl 2-aminobenzoate Anthranilic acid isobutyl o-Aminobenzoic acid isobutyl ester Isobutyl 2-aMinobenzoate Isobutyl anthranilate USP/EP/BP 7779-77-3 ARYL AMINE