4-Aminobenzoic acid

4-Aminobenzoic acid
Skeletal formula of PABA
Ball-and-stick model of the PABA molecule
C=black, H=white, O=red, N=blue
Names
Preferred IUPAC name
4-Aminobenzoic acid
Other names
para-Aminobenzoic acid
p-Aminobenzoic acid
PABA
Vitamin B10
Vitamin Bx
Bacterial vitamin H1
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.005.231 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C7H7NO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,8H2,(H,9,10) checkY
    Key: ALYNCZNDIQEVRV-UHFFFAOYSA-N checkY
  • InChI=1/C7H7NO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,8H2,(H,9,10)
    Key: ALYNCZNDIQEVRV-UHFFFAOYAH
  • O=C(O)c1ccc(N)cc1
Properties
C7H7NO2
Molar mass 137.138 g·mol−1
Appearance White-grey crystals
Density 1.374 g/mL
Melting point 187 to 189 °C (369 to 372 °F; 460 to 462 K)
Boiling point 340 °C (644 °F; 613 K)
1 g/170 mL (25 °C)
1 g/90 mL (90 °C)
Acidity (pKa)
  • 2.42 (amino; H2O)
  • 4.88 (carboxyl; H2O)[1][2]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
eye irritant, some persons may be allergic to this compound
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 ?)

4-Aminobenzoic acid (also known as para-aminobenzoic acid or PABA because the two functional groups are attached to the benzene ring across from one another in the para position) is an organic compound with the formula H2NC6H4CO2H. PABA is a white solid, although commercial samples can appear gray. It is slightly soluble in water. It consists of a benzene ring substituted with amino and carboxyl groups. The compound occurs extensively in the natural world.

  1. ^ van de Graaf, Bas (1981). "Substituent effects. 7. Microscopic dissociation constants of 4-amino- and 4-(dimethylamino)benzoic acid". J. Org. Chem. 46 (4): 653–657. doi:10.1021/jo00317a002.
  2. ^ Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. pp. 5–89. ISBN 978-1-4987-5428-6.