3-Aminobenzoic acid

Last updated
3-Aminobenzoic acid [1] [2]
Skeletal formula 3-aminobenzoic acid.svg
Skeletal formula
Ball-and-stick model 3-Aminobenzoic-acid-3D-balls.png
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 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 202-724-4
PubChem CID
UNII
  • InChI=1S/C7H7NO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4H,8H2,(H,9,10) Yes check.svgY
    Key: XFDUHJPVQKIXHO-UHFFFAOYSA-N Yes check.svgY
  • 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
AppearanceWhite 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:
GHS-pictogram-exclam.svg
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).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)

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. [4]

See also

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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.