p-Nitrobenzoic acid (4-nitrobenzoic acid) is a pale yellow organic solid used as a chemical intermediate in synthesizing products like dyes, pigments, pharmaceuticals (such as the anesthetic procaine), and in wastewater treatment. It is a stronger acid than benzoic acid due to the electron-withdrawing effect of the nitro group, and it has a melting point around .
Properties and uses
- Appearance: Pale yellow crystalline solid.
- Melting point: .
- Solubility: Soluble in water and oxygenated/chlorinated solvents.
- Acidity: A stronger acid than benzoic acid.
- Uses:
- Intermediate for dyes and pigments: Used in the production of azo dyes, pigments, and colorants for textiles, plastics, and inks.
- Pharmaceutical precursor: A precursor to procaine and other pharmaceuticals.
- Wastewater treatment: Used to remove protocatechuic acid from wastewater.
- Biosynthesis: Participates in the biosynthesis of the antibiotic aureothin.
Synthesis
- It can be prepared by oxidizing p-nitrotoluene with oxidizing agents like nitric acid, chromic acid, or permanganates.
- Another method is reacting sodium nitrite with p-hydroxybenzoic acid.
Safety
- According to Tokyo Chemical Industry, it is harmful if swallowed, may damage fertility or the unborn child, and may cause damage to organs.
- Always use proper handling procedures and personal protective equipment when working with this chemical.