Anthranilic acid

Chemical properties

White to off white crystalline powder

The Uses of Anthranilic acid

Anthranilic acid can be used in organic synthesis to generate the benzyne intermediate. It is used as an intermediate for production of dyes, pigments, and saccharin. It and its esters are used in preparing perfumes to imitate jasmine and orange, pharmaceuticals and UV-absorber as well as corrosion inhibitors for metals and mold inhibitors in soya sauce.

The Uses of Anthranilic acid

Dyes, drugs, perfumes, and pharmaceuticals.

Definition

ChEBI: An aminobenzoic acid that is benzoic acid having a single amino substituent located at position 2. It is a metabolite produced in L-tryptophan-kynurenine pathway in the central nervous system.

What are the applications of Application

2-Aminobenzoic acid is called vitamin L1; it enhances the milk production of cows. The major use of 2-aminobenzoic acid is as an intermediate for dyes. As its occurrence suggests, it is an intermediate for indigo synthesis. Mordant Brown 40 and Vat Violet 13 are other derivatives. 4-Hydroxy-1-methyl-carbostyril [1677- 46-9] is an important derivative used in making dyes and pigments. Its methyl and ethyl esters are used as fragrances for toiletries. In the pharmaceutical industry, it is used as an intermediate for tranquilizers and antiphlogistics.

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 29, p. 1159, 1981 DOI: 10.1248/cpb.29.1159
Journal of the American Chemical Society, 107, p. 5008, 1985 DOI: 10.1021/ja00303a038

General Description

Odorless white to pale-yellow or tan crystalline powder with a sweetish taste.

Air & Water Reactions

Anthranilic acid may be sensitive to prolonged exposure to air and light. Insoluble in water.

Reactivity Profile

Anthranilic acid is incompatible with strong oxidizers.

Hazard

Questionable carcinogen.

Fire Hazard

Anthranilic acid is combustible.

Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. Experimental reproductive effects. Human mutation data reported. Questionable carcinogen with experimental tumorigenic data. Combustible. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

Crystallise anthranilic acid from water (charcoal). It has also been recrystallised from 50% aqueous acetic acid. It sublimes in a vacuum. [Beilstein 14 IV 1004.]