2-Nitrobenzoic acid

Last updated
2-Nitrobenzoic acid
2-Nitrobenzoic acid.svg
Names
Preferred IUPAC name
2-Nitrobenzoic acid
Other names
o-Nitrobenzoic acid
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.008.187 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 209-004-9
PubChem CID
UNII
  • InChI=1S/C7H5NO4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H,(H,9,10) Yes check.svgY
    Key: SLAMLWHELXOEJZ-UHFFFAOYSA-N
  • O=[N+]([O-])c1c(C(=O)O)cccc1
Properties
C7H5NO4
Molar mass 167.12 g/mol
Density 1.468
Melting point 147.5 °C (297.5 °F; 420.6 K)
Acidity (pKa)2.16
-76.11·10−6 cm3/mol
Related compounds
Related compounds
Benzoic acid
Nitrobenzene
Anthranilic acid
3,5-Dinitrobenzoic acid
3-Nitrobenzoic acid
4-Nitrobenzoic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

2-Nitrobenzoic acid or o-nitrobenzoic acid is an organic compound with the formula C6H4(NO2)CO2H. It is prepared by oxidation of 2-nitrotoluene with nitric acid. [1] In consists of a carboxylic acid group and a nitro group in the ortho configuration. Reduction of the nitro group into an amine produces anthranilic acid.

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References

  1. Takao Maki, Kazuo Takeda "Benzoic Acid and Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. doi : 10.1002/14356007.a03_555.