3-Nitrobenzoic acid

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3-Nitrobenzoic acid
Skeletal formula Ball-and-stick model
Identifiers
CAS number 121-92-6 YesY
PubChem 8497
ChemSpider 8183 YesY
ChEMBL CHEMBL274839 YesY
Jmol-3D images Image 1
Properties
Molecular formula C7H5NO4
Molar mass 167.12 g/mol
Density 1.494
Melting point 139 to 141 °C (282 to 286 °F; 412 to 414 K)
Solubility in water 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 noted otherwise, 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[edit]

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[edit]

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

References[edit]

  1. ^ a b "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.