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3-Chloronitrobenzene
3-Nitrochlorobenzene is an organic compound with the formula C6H4ClNO2. It is a yellow crystalline solid that is important as a precursor to other compounds due to the two reactive sites present on the molecule. Synthesis Nitrochlorobenzene is typically synthesized by nitration of chlorobenzene in the presence of sulfuric acid: :C6H5Cl + HNO3 → O2NC6H4Cl + H2O This reaction affords a mixture of isomers. Using an acid ratio of 30/56/14, the product mix is typically 34-36% 2-nitrochlorobenzene and 63-65% 4-nitrochlorobenzene, with only about 1% 3-nitrochlorobenzene. Since the above synthetic route does not efficiently produce the 3-isomer, the route most commonly used by chemists is the chlorination of nitrobenzene. This reaction must be carried out with a sublimed iron(III) catalyst at 33-45 °C. Purification of 3-nitrochlorobenzene is somewhat difficult since other isomers are formed even via chlorination of nitrobenzene, and all of these isomers have similar physical ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
2-Chloronitrobenzene
2-Nitrochlorobenzene is an organic compound with the formula ClC6H4NO2. It is one of three isomeric nitrochlorobenzenes. It is a yellow crystalline solid that is important as a precursor to other compounds due to its two functional groups. Synthesis Nitrochlorobenzene is typically synthesized by nitration of chlorobenzene in the presence of sulfuric acid: :C6H5Cl + HNO3 → O2NC6H4Cl + H2O This reaction affords a mixture of isomers. Using an acid ratio of 30% nitric acid, 56% sulfuric acid and 14% water, the product mix is typically 34-36% 2-nitrochlorobenzene and 63-65% 4-nitrochlorobenzene, with only about 1% 3-nitrochlorobenzene. Reactions 2-Nitrochlorobenzene can be reduced to the 2-chloroaniline with Fe/HCl mixture, the Bechamp reduction. 2-Nitrochlorobenzene, like its isomers, is reactive toward nucleophiles, resulting in chloride substitution. With polysulfide, it reacts to give di-orthonitrophenyl disulfide: : Similarly, it reacts with sodium methoxide to give ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |