Isobutyl anthranilate Chemical 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 Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

Isobutyl anthranilate Usage And Synthesis

Aroma

Renounced fruity, very sweet and deep (warm) odor, yet fresh and with only a faintly floral undertone.

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.

Definition

ChEBI: 2-Methylpropyl 2-aminobenzoate is a benzoate ester.

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(7779-77-3)Related Product Information

• 4-AMINOBENZOIC ACID SODIUM SALT
• 4-Aminobenzoic acid
• Phenylacetic acid isobutyl ester
• Methyl anthranilate
• Isobutyl chloroformate
• Diisobutyl phthalate
• Anthranilic acid
• LAPPACONITINE HYDROBROMIDE
• N-deacetyllappaconitine
• lannaconitine
• Menthyl anthranilate
• METHYLLYCACONITINE CITRATE
• 4-AMINOBENZOIC ACID ISOBUTYL ESTER
• Isobutyl 3,5-diamino-4-chloro benzoate
• ISOBUTYL BENZOATE
• NUDIKAULINE PERCHLORATE
• METHYLLYCACONITINE [3H]
• LYCACONITINE PERCHLORATE