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3-Aminobenzoic acid

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3-Aminobenzoic acid
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
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.002.477 Edit this at Wikidata
EC Number
  • 202-724-4
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C7H7NO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4H,8H2,(H,9,10)Key: XFDUHJPVQKIXHO-UHFFFAOYSA-N
  • 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/cm
Melting point 178 to 180 °C (352 to 356 °F; 451 to 453 K)
Acidity (pKa)
  • 3.07 (carboxyl; H2O)
  • 4.79 (amino; H2O)
Hazards
GHS labelling:
Pictograms GHS07: Exclamation mark
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 , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

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.

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

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.
  4. Maki, Takao; Takeda, Kazuo (2000). "Benzoic Acid and Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a03_555. ISBN 978-3-527-30385-4.
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