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4-Nitrobenzoic acid

Nitrobenzene Anthranilic acid 3,5-Dinitrobenzoic acid, 3-Nitrobenzoic acid, 2-Nitrobenzoic acid

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.

Production

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

:[[File:4-Nitrobenzoesäure.svg|450px|Preparation of 4-Nitrobenzoic acid]]

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.

References

References

  1. "4-nitrobenzoic acid - PubChem Public Chemical Database".
  2. "Safety data for p-nitrobenzoic acid".
  3. "p-Nitrobenzoic acid".
  4. "Dissociation Constants Of Organic Acids And Bases".
  5. "Bordwell pKa Table (Acidity in DMSO)".
  6. (2002). "Benzoic Acid and Derivatives". Wiley-VCH.
  7. (1922). "p-Nitrobenzoic Acid". Org. Synth..
  8. "Material Safety Data Sheet - P-nitrobenzoic acid MSDS".
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