3-Aminobenzoic acid

3-Aminobenzoic acid (also known as meta-aminobenzoic acid or MABA) is an organic compound with the molecular formula H₂NC₆H₄CO₂H. MABA is a white solid, although commercial samples are often colored. It is only slightly soluble in water. It is soluble in acetone, boiling water, hot alcohol, hot chloroform and ether. It consists of a benzene ring substituted with an amino group and a carboxylic acid.

3-Aminobenzoic acid^[1][2]

Skeletal formula Ball-and-stick model
Names
Preferred IUPAC name 3-Aminobenzoic acid
Other names meta-Aminobenzoic acid m-Aminobenzoic acid MABA 3-Carboxyaniline m-Carboxyaniline
Identifiers
CAS Number	99-05-8 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:42682 Y
ChEMBL	ChEMBL307782 Y
ChemSpider	7141 Y
DrugBank	DB02054 Y
ECHA InfoCard	100.002.477
EC Number	202-724-4
PubChem CID	7419
UNII	G2X3B3O37U
CompTox Dashboard (EPA)	DTXSID3059183
InChI InChI=1S/C7H7NO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4H,8H2,(H,9,10) Y Key: XFDUHJPVQKIXHO-UHFFFAOYSA-N Y InChI=1/C7H7NO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4H,8H2,(H,9,10) Key: XFDUHJPVQKIXHO-UHFFFAOYAM
SMILES O=C(O)c1cc(N)ccc1
Properties
Chemical formula	C7H7NO2
Molar mass	137.13598
Appearance	White solid
Density	1.51 g/cm3
Melting point	178 to 180 °C (352 to 356 °F; 451 to 453 K)
Acidity (pKa)	3.07 (carboxyl; H2O) 4.79 (amino; H2O)[3]
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H315, H319, H335
Precautionary statements	P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

It is prepared by reduction of 3-nitrobenzoic acid. It is used to prepare some dyes.^[4]

See also

• Aminomethylbenzoic acid
• Anthranilic acid (2-aminobenzoic acid)
• 4-Aminobenzoic acid
• Arene substitution pattern
• Non-proteinogenic amino acids