4-Nitrobenzoic acid explained

4-Nitrobenzoic acid is an organic compound with the formula C6H4(NO2)CO2H. It is a pale yellow solid. It is a precursor to 4-nitrobenzoyl chloride, the precursor to the anesthetic procaine and folic acid. It is also a precursor to 4-aminobenzoic acid.[1]

Production

4-Nitrobenzoic acid is prepared by oxidation of 4-nitrotoluene using oxygen or dichromate as oxidants.[2]

Alternatively, it has been prepared by nitration of polystyrene followed by oxidation of the alkyl substituent. This method proceeds with improved para/ortho selectivity owing to the steric protection of the ortho positions by the polymer backbone.

Safety

This compound has a rat of 1960 mg/kg.[3]

References

  1. Encyclopedia: Takao Maki . Kazuo Takeda. Benzoic Acid and Derivatives. Ullmann's Encyclopedia of Industrial Chemistry. 2002. Wiley-VCH. Weinheim. 10.1002/14356007.a03_555. 3527306730. .
  2. O. Kamm . A. O. Matthews. p-Nitrobenzoic Acid. Org. Synth.. 1922. 2. 53. 10.15227/orgsyn.002.0053.
  3. Web site: Material Safety Data Sheet - P-nitrobenzoic acid MSDS . 11 April 2010 . https://web.archive.org/web/20110807203755/http://www.sciencelab.com/msds.php?msdsId=9926264 . 7 August 2011 . dead .