| | Anthranilic acid Basic information |
| | Anthranilic acid Chemical 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) | | Fp | 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) | | IARC | 3 (Vol. 16, Sup 7) 1987 | | NIST Chemistry Reference | Anthranilic acid(118-92-3) | | EPA Substance Registry System | Anthranilic acid (118-92-3) |
| | Anthranilic acid Usage And Synthesis |
| 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 | Sodium hydroxide-->Hydrochloric acid-->Sulfuric acid-->Ammonium hydroxide-->Chlorine-->Sodium hypochlorite-->Phthalic anhydride-->Water-->Activated carbon-->Sodium benzoate | | Preparation Products | 2-Iodobenzoic acid-->2-Fluorobenzoic acid-->4-CHLORO-QUINAZOLINE-->N-Phenylanthranilic acid-->2-Amino-5-iodobenzoic acid-->2-Chlorothioxanthone-->Clozapine-->Methyl Red-->1,3-BENZODITHIOLYLIUM TETRAFLUOROBORATE-->6-Iodoquinazolin-4-one-->2-CHLORO-9-(3-(DIMETHYLAMINO)PROPYL)-TH&-->2-Hydrazinobenzoic acid hydrochloride-->4-Hydroxyquinazoline-->Copper, 2,2'-[carbonylbis[imino(1-hydroxy-3-sulfo-6,2-naphthalenediyl)azo]]bis[benzoic acid] complex-->3-Indazolinone-->6,10,12-trichloronaphth[2,3-c]acridine-5,8,14(13H)-trione-->2-DIMETHYLAMINOBENZOIC ACID-->Fluorescent Brightener Pf-->9-AMINOACRIDINE-->Lobenzarit-->2-Amino-5-bromobenzoic acid-->ETHYL ANTHRANILATE-->4-hydroxy-1-methyl-3-[(3-nitrophenyl)azo]-2-quinolone-->Reactive Blue X-R-->1-Benzyl-3-hydroxy-1H-indazole-->Benzoic acid, 2-[[1-amino-7-[[4-[[6-amino-5-[(3-carboxy-4-hydroxyphenyl)azo]-1-hydroxy-3-sulfo-2-naphthalenyl]azo]-2-methoxyphenyl]azo]-8-hydroxy-3,6-disulfo-2-naphthalenyl]azo]-5-[[6-amino-5-[(3-carboxy-4-hydroxyphenyl)azo]-1-hydroxy-3-sul-->trisodium [mu-[2-[[1-hydroxy-6-[[[[5-hydroxy-6-[(2-hydroxy-5-sulphophenyl)azo]-7-sulpho-2-naphthyl]amino]carbonyl]amino]-3-sulpho-2-naphthyl]azo]benzoato(7-)]]dicuprate(3-)-->N-BENZYLANTHRANILIC ACID-->Vat Red 41-->2-(4-chlorophenylthio)benzoic acid-->Phenylethyl Anthranilate-->N-Acetylanthranilic acid-->3,5-Dibromobenzoic acid-->2,5-Dibromobenzoic acid-->Tranilast-->PHENAZINE-1-CARBOXYLIC ACID-->2,2'-Dithiosalicylic acid-->barium(2+) hydrogen 2-[(2-hydroxy-3,6-disulphonato-1-naphthyl)azo]benzoate-->N-(2-CARBOXYPHENYL)GLYCINE |
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