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3-Hydroxybenzoic acid

Summary

3-Hydroxybenzoic acid is a monohydroxybenzoic acid.

3-Hydroxybenzoic acid
Names
Preferred IUPAC name
3-Hydroxybenzoic acid
Other names
m-Hydroxybenzoic acid
meta-Hydroxybenzoic acid
3-Carboxyphenol
m-Salicylic acid
Identifiers
  • 99-06-9 checkY
3D model (JSmol)
  • Interactive image
  • Interactive image
ChEBI
  • CHEBI:30764 checkY
ChEMBL
  • ChEMBL65369 checkY
ChemSpider
  • 7142 checkY
ECHA InfoCard 100.002.478 Edit this at Wikidata
  • 7420
UNII
  • 2ZFW40OJ7U checkY
  • DTXSID6021610 Edit this at Wikidata
  • InChI=1S/C7H6O3/c8-6-3-1-2-5(4-6)7(9)10/h1-4,8H,(H,9,10) checkY
    Key: IJFXRHURBJZNAO-UHFFFAOYSA-N checkY
  • C1=CC(=CC(=C1)O)C(=O)O
  • O=C(O)c1cc(O)ccc1
Properties
C7H6O3
Molar mass 138.12 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Preparation edit

3-Hydroxybenzoic acid can be obtained by the alkali fusion of 3-sulfobenzoic acid between 210 – 220°C.[1]

Natural occurrence edit

3-Hydroxybenzoic acid is a component of castoreum, the exudate from the castor sacs of the mature North American beaver (Castor canadensis) and the European beaver (Castor fiber), used in perfumery.

It can also be formed by a Pseudomonas species from 3-Chlorobenzoic acid.[2]

3-Hydroxybenzoic Acid can be found in the pineapple fruit as well.

References edit

  1. ^ Clarke, M. F.; Owen, L. N. (1950). "434. Alicyclic glycols. Part V. 3-Hydroxymethylcyclohexanol". Journal of the Chemical Society (Resumed): 2108–2115. doi:10.1039/JR9500002108.
  2. ^ H.W. Johnston, G.G. Briggs and M. Alexander (1972). "Metabolism of 3-chlorobenzoic acid by a pseudomonad". Soil Biology and Biochemistry. 4 (2): 187–190. doi:10.1016/0038-0717(72)90010-7.