1-Chloro-4-nitrobenzene is an important intermediate used in the preparation of 2,4-dinitrochlorobenzene and 3,4-dichloronitrobenzene. It is used as a raw material in the preparation of 4-nitrodiphenylamine, 4-chloroaninline and (4-[(4-aminobenzene)sulfonyl]aniline). It serves as a common antioxidant, which is found in rubber.
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Applications
1-Chloro-4-nitrobenzene is an important intermediate used in the preparation of 2,4-dinitrochlorobenzene and 3,4-dichloronitrobenzene. It is used as a raw material in the preparation of 4-nitrodiphenylamine, 4-chloroaninline and (4-[(4-aminobenzene)sulfonyl]aniline). It serves as a common antioxidant, which is found in rubber.
Solubility
Soluble in boiling hot ethanol, ether, toluene, acetone, organic solvents and carbon disulfide. Sparingly soluble in cold alcohol. Insoluble in water.
Notes
Incompatible with strong oxidizing agents and strong bases.
RUO – Research Use Only
General References:
- The Cl substituent is activated to nucleophilic substitution by the p-nitro-group, and can be displaced under relatively mild conditions. For displacement by phenoxide, see: Org. Synth. Coll., 2, 445 (1943). For displacement by alkoxide in good yield, in the presence of TBAB or 18-crown-6, see: J. Org. Chem., 48, 3022 (1983).
- Büldt, L. A.; Prescimone, A.; Neuburger, M.; Wenger, O. S. Photoredox Properties of Homoleptic d6 Metal Complexes with the Electron-Rich 4,4',5,5'-Tetramethoxy-2,2'-bipyridine Ligand. Eur. J. Inorg. Chem. 2015, 2015 (28), 4666-4677.
- Zhuo, L.; Kou, K.; Yao, P.; Wu, G.; Wang, Y. Preparation and thermal decomposition kinetics research of pyridine-containing polyimide. J. Therm. Anal. Calorim. 2015, 119 (3), 2039-2051.