Nitrobenzene is used as a solvent and as a starting material in the organic synthesis for the preparation of aniline, benzidine, azobenzene, nitrosobenzene, phenylhydroxylamine and acetaminophen. It is also used as a solvent for electrophilic reagents in synthetic chemistry. Further, it is used to prevent the unpleasant odor in shoe, floor and metal polishes. It acts as a precursor to rubber chemicals, azo dyes and pharmaceuticals.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
Nitrobenzene is used as a solvent and as a starting material in the organic synthesis for the preparation of aniline, benzidine, azobenzene, nitrosobenzene, phenylhydroxylamine and acetaminophen. It is also used as a solvent for electrophilic reagents in synthetic chemistry. Further, it is used to prevent the unpleasant odor in shoe, floor and metal polishes. It acts as a precursor to rubber chemicals, azo dyes and pharmaceuticals.
Solubility
Miscible with ethanol, diethyl ether, acetone, benzene and organic solvents. Slightly miscible with water and carbon tetrachloride.
Notes
Incompatible with strong oxidizing agents, strong reducing agents and strong bases.
RUO – Research Use Only
For selective reduction to phenylhydroxylamine with hydrazine hydrate in the presence of rhodium, see: Org. Synth. Coll., 8, 16 (1993).
Electrophilic iodination of the deactivated ring has been effected with N-Iodosuccinimide, A14320, in triflic acid: J. Org. Chem., 58, 3194 (1993).
Commonly used, high dielectric constant solvent, e.g. in Friedel-Crafts reactions. CAUTION! Exothermic reactions can occur with aluminum chloride.
Fu, L.; Cai, W.; Wang, A.; Zheng, Y. Photocatalytic hydrogenation of nitrobenzene to aniline over tungsten oxide-silver nanowires. Mater. Lett. 2015, 142, 201-203.
Boukobza, M.; Garnier, R.; Cleophax, C.; Baud, F. J. CT and MRI findings and follow-up after massive nitrobenzene ingestion. A case report. J. Neurol. Sci. 2015, 357 (1-2), 322-325.