Anthranilic acid

Anthranilic acid
Names
	Preferred IUPAC name 2-Aminobenzoic acid
	Systematic IUPAC name 2-Aminobenzenecarboxylic acid
	Other names Anthranilic acid; o-Aminobenzoic acid; 2-Aminobenzoic acid; Vitamin L1; Anthranilate (conjugate base); 2-AA, 2AA, AA;
Identifiers
CAS Number	118-92-3 ;
3D model (JSmol)	Interactive image;
3DMet	B00027;
Beilstein Reference	471803
ChEBI	CHEBI:30754 ;
ChEMBL	ChEMBL14173 ;
ChemSpider	222 ;
DrugBank	DB04166 ;
ECHA InfoCard	100.003.898
EC Number	204-287-5;
Gmelin Reference	3397
KEGG	C00108 ;
PubChem CID	227;
RTECS number	CB2450000;
UNII	0YS975XI6W;
CompTox Dashboard (EPA)	DTXSID8020094 ;
	InChI InChI=1S/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10) Key: RWZYAGGXGHYGMB-UHFFFAOYSA-N ; InChI=1/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10) Key: RWZYAGGXGHYGMB-UHFFFAOYAS;
	SMILES O=C(O)c1ccccc1N;
Properties
Chemical formula	C7H7NO2
Molar mass	137.138 g·mol−1
Appearance	white or yellow solid
Odor	odorless
Density	1.412 g/cm3
Melting point	146 to 148 °C (295 to 298 °F; 419 to 421 K)
Boiling point	200 °C (392 °F; 473 K) (sublimes)
Solubility in water	0.572 g/100 mL (25 °C)
Solubility	very soluble in chloroform, pyridine ; soluble in ethanol, ether, ethyl ether ; slightly soluble in trifluoroacetic acid, benzene
log P	1.21
Vapor pressure	0.1 Pa (52.6 °C)
Acidity (pKa)	2.17 (amino; H2O); 4.85 (carboxyl; H2O);
Magnetic susceptibility (χ)	-77.18·10−6 cm3/mol
Refractive index (nD)	1.578 (144 °C)
Thermochemistry
Std enthalpy of; formation (ΔfH⦵298)	-380.4 KJ/mol
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H318, H319
Precautionary statements	P264, P280, P305+P351+P338, P310, P337+P313
NFPA 704 (fire diamond)	2 1 0
Flash point	> 150 °C (302 °F; 423 K)
Autoignition; temperature	> 530 °C (986 °F; 803 K)
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	1400 mg/kg (oral, rat)
Safety data sheet (SDS)	External MSDS
Legal status	BR: Class D1 (Drug precursors);
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Anthranilic acid is an aromatic acid with the formula C₆H₄(NH₂)(CO₂H) and has a sweetish taste. The molecule consists of a benzene ring, ortho-substituted with a carboxylic acid and an amine. As a result of containing both acidic and basic functional groups, the compound is amphoteric. Anthranilic acid is a white solid when pure, although commercial samples may appear yellow. The anion [C₆H₄(NH₂)(CO₂)]⁻, obtained by the deprotonation of anthranilic acid, is called anthranilate. Anthranilic acid was once thought to be a vitamin and was referred to as vitamin L₁ in that context, but it is now known to be non-essential in human nutrition.

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