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
Skeletal formula
Ball-and-stick model
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
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.002.477
EC Number
  • 202-724-4
UNII
  • InChI=1S/C7H7NO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4H,8H2,(H,9,10) checkY
    Key: XFDUHJPVQKIXHO-UHFFFAOYSA-N checkY
  • InChI=1/C7H7NO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4H,8H2,(H,9,10)
    Key: XFDUHJPVQKIXHO-UHFFFAOYAM
  • O=C(O)c1cc(N)ccc1
Properties
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:
GHS07: Exclamation mark
Warning
H302, H315, H319, H335
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).
checkY verify (what is checkY☒N ?)
Infobox references

See also

References
  1. m-Carboxyaniline - Compound Summary, PubChem.
  2. 3-aminobenzoic acid, Medical Subject Headings database.
  3. Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. p. 5–89. ISBN 978-1498754286.
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