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Anthranilic acid

CAS No.
118-92-3
Chemical Name:
Anthranilic acid
Synonyms
2-AMINOBENZOIC ACID;O-AMINOBENZOIC ACID;2-aa;Antranilic acid;anthranilic;Anthranilic acid (VitaMin L1);Vitamin L;Anthranilic Acid 99 %;LAJBJS;Nsc 144
CBNumber:
CB8852906
Molecular Formula:
C7H7NO2
Lewis structure
c7h7no2 lewis structure
Molecular Weight:
137.14
MDL Number:
MFCD00007712
MOL File:
118-92-3.mol
Last updated:2024-04-03 17:07:09

Anthranilic acid Properties

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
pka 2.108(at 25℃)
form powder
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
LogP 0.99 at 23℃ and pH3.7
CAS DataBase Reference 118-92-3(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 0YS975XI6W
IARC 3 (Vol. 16, Sup 7) 1987
NIST Chemistry Reference Anthranilic acid(118-92-3)
EPA Substance Registry System Anthranilic acid (118-92-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS05
Signal word  Danger
Hazard statements  H318
Precautionary statements  P280-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36-37-36/37/38
Safety Statements  26-36-39
WGK Germany  2
RTECS  CB2450000
TSCA  Yes
HS Code  29224300
NFPA 704
0
3 0

Anthranilic acid Chemical Properties,Uses,Production

Chemical Properties

White to off white crystalline powder

Uses

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.

Uses

Dyes, drugs, perfumes, and pharmaceuticals.

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.]

Anthranilic acid Preparation Products And Raw materials

Raw materials

1of2

Preparation Products

1of8

ANTHRANILIC ACID, 98+% ANTHRANILIC ACID, MATRIX SUBSTANCE FOR ANTHRANILIC ACID (2 - amino benzoic acid) ANTHRANILIC ACID GR Anthranilic Acid (O-Aminobenzoic Acid), 98% Benzoic acid, 2-amino- (9CI) 2-Aminobenzoic acid, 99+% 2-AA, 2-Aminobenzoic acid Methanone, (2-aminophenyl)(4-methylphenyl)- ANTHRANILICACID,REAGENT ORTHO-ANTHRANILICACID Vitamin L1 2-AA ANTHRANILIC ACID, REAGENT GRADE, >=98% 2-Aminobenzoic Acid Vitamin L1 o-AMinobenzoic acid(AA) Antranilzuur 1-aminobenzene-2-carboxylic acid 2-carboxyphenylamine Nsc 144 Nsc 40929 2-Aminobenzoesαure 2-amino-benzoicaci Anthranic acid Anthranilsαure Benzoic acid, 2-amino- Benzoic acid, o-amino- Benzoicacid,2-amino Benzoicacid,2-amino- Carboxyaniline Kyselina anthranilova Kyselina o-aminobenzoova kyselinaanthranilova kyselinao-aminobenzoova NCI-C01730 o-amino-benzoicaci o-Anthranilic acid o-anthranilicacid o-Carboxyaniline Ortho-amidobenzoic acid Ortho-aminobenzoic acid ortho-aminobenzoicacid vitaminl VITAMIN L1 TIMTEC-BB SBB007560 RARECHEM AL BO 0225 2-Aminobenzoic Acid(Controlled Chemical) o-Amino Benzoic Acid (Anthranilic Acid) AKOS BBS-00003782 2-ANTHRANILIC ACID 2-CARBOXYANILINE H-2-ABZ-OH H-ANT-OH ANTHRANILIC ACID 1-AMINO-2-CARBOXYBENZENE ANTHRANILIC ACID CRYSTALLINE LAJBJS Anthranilic acid USP/EP/BP Anthranilic Acid 99 %