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HomeProduct name listAnthranilic acid

Anthranilic acid

Synonym(s):2-AA;2-Aminobenzoic acid;Anthranilic acid

  • CAS NO.:118-92-3
  • Empirical Formula: C7H7NO2
  • Molecular Weight: 137.14
  • MDL number: MFCD00007712
  • EINECS: 204-287-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-04-03 17:07:09
Anthranilic acid Structural

What is 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.

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.

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.

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.]

Properties of Anthranilic acid

Melting point: 144-148 °C(lit.)
Boiling point: 251.96°C (rough estimate)
Density  1.412
vapor density  4.7 (vs air)
vapor pressure  0.1Pa at 52.6℃
refractive index  1.5323 (estimate)
Flash point: 150°C
storage temp.  Store at 0°C
solubility  ethanol: may be clear to slightly hazy
form  powder
pka 2.108(at 25℃)
color  White to pale yellow crystalline
PH Range Non-B uorescence (1.5) light blue B uorescence (3.0)
Water Solubility  5.7 g/L (25 ºC)
Merck  14,422
BRN  471803
Stability: Stable. Incompatible with strong oxidizing agents.
Major Application bottom antireflective coatings, semiconductor devices, inks, hair dyes, cosmetics, treatment of chronic inflammatory diseases, depression
CAS DataBase Reference 118-92-3(CAS DataBase Reference)
NIST Chemistry Reference Anthranilic acid(118-92-3)
IARC 3 (Vol. 16, Sup 7) 1987
EPA Substance Registry System Anthranilic acid (118-92-3)

Safety information for Anthranilic acid

Signal word Danger
Pictogram(s)
ghs
Corrosion
Corrosives
GHS05
GHS Hazard Statements H318:Serious eye damage/eye irritation
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Anthranilic acid

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