3-Nitrobenzoic acid

3-Nitrobenzoic acid
Names
IUPAC name
3-nitrobenzoic acid
Other names
m-nitrobenzoic acid
Identifiers
121-92-6 YesY
ChEMBL ChEMBL274839 YesY
ChemSpider 8183 YesY
Jmol interactive 3D Image
PubChem 8497
Properties
C7H5NO4
Molar mass 167.12 g/mol
Density 1.494
Melting point 139 to 141 °C (282 to 286 °F; 412 to 414 K)
0.24 g/100 mL (15 °C)
Acidity (pKa) 3.47 (in water)[1]
Related compounds
Related compounds
Benzoic acid
Nitrobenzene
Anthranilic acid
3,5-Dinitrobenzoic acid
2-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).
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Infobox references

3-Nitrobenzoic acid is an organic compound with the formula C6H4(NO2)CO2H. It is a precursor to 3-aminobenzoic acid, which is used to prepare some dyes.[2]

Preparation and properties

It is prepared by nitration of benzoic acid, together with significant amounts of 2-nitrobenzoic acid. With a pKa of 3.47,[1] 3-nitrobenzoic acid is about 10x more acidic than benzoic acid.

Safety

The compound is likely of modest toxicity, with LD50 (i.v. mouse) of 640 mg/kg.

References

  1. 1 2 "Dissociation Constants Of Organic Acids And Bases". Retrieved 11 April 2010.
  2. 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.


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