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Another use of 4-nitrochlorobenzene is its condensation with aniline to produce 4-nitrodiphenylamine. Reductive alkylation of the nitro group affords secondary aryl amines, which are useful antioxidants for rubber. 4-Nitrochlorobenzene is the precursor to the anti-leprosy drug Dapsone (4-[(4-aminobenzene)sulfonyl]aniline). [2]
Unlike the other isomers of nitrochlorobenzene, the meta isomer is not activated to nucleophilic substitution at the chlorine center. [1] However, 3-nitrochlorobenzene has other interesting reactivity. 3-Nitrochlorobenzene can be reduced to 3-chloroaniline with Fe/HCl mixture, the Bechamp reduction.
Chlorobenzene (abbreviated PhCl) is an aryl chloride and the simplest of the chlorobenzenes, consisting of a benzene ring substituted with one chlorine atom. Its chemical formula is C 6 H 5 Cl. This colorless, flammable liquid is a common solvent and a widely used intermediate in the manufacture of other chemicals. [6]
2-Nitrochlorobenzene can be reduced to the 2-chloroaniline with Fe/HCl mixture, the Bechamp reduction. [1]2-Nitrochlorobenzene, like its isomers, is reactive toward nucleophiles, resulting in chloride substitution.
Nitrobenzenes are a group of nitro compounds consisting of one or more nitro groups as substituents on a benzene core. They have the formula C 6 H 6–n (NO 2) n, where n = 1–6 is the number of nitro groups. Depending on the number of nitro groups, there may be several constitutional isomers possible. Mononitrobenzene; Dinitrobenzene. 1,2 ...
The three possible arrangements of the nitro groups afford three isomers, 1,2-dinitrobenzene, 1,3-dinitrobenzene, and 1,4-dinitrobenzene. Each isomer has the chemical formula C 6 H 4 N 2 O 4 and a molar mass of about 168.11 g/mol. 1,3-Dinitrobenzene is the most common isomer and it is used in the manufacture of explosives.
1,3-Dinitrobenzene is accessible by nitration of nitrobenzene.The reaction proceeds under acid catalysis using sulfuric acid. The directing effect of the nitro group of nitrobenzene leads to 93% of the product resulting from nitration at the meta-position.
Nitrobenzene is an aromatic nitro compound and the simplest of the nitrobenzenes, with the chemical formula C 6 H 5 NO 2. It is a water-insoluble pale yellow oil with an almond-like odor. It freezes to give greenish-yellow crystals. It is produced on a large scale from benzene as a precursor to aniline.