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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 .
A laboratory route to 2- and 4-chlorotoluene proceeds from 2- and 4-toluidines (i.e. 2- and 4-aminotoluene). These compounds are diazotized followed by treatment with cuprous chloride. [1] Industrially, the diazonium method is reserved for 3-chlorotoluene. The industrial route to 2- and 4-chlorotoluene entails direct reaction of toluene with ...
2-Nitrotoluene or ortho-nitrotoluene is an organic compound with the formula CH 3 C 6 H 4 NO 2. It is pale yellow liquid that crystallizes in two forms, called α (−9.27 °C) and β (−3.17 °C). It is mainly a precursor to o-toluidine, which is an intermediate in the production of various dyes. [4]
c 6 h 5 cl + hno 3 → o 2 nc 6 h 4 cl + h 2 o 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 .
It is made by nitrating toluene by conventional mixed acid (acetyl nitrate doesn't produce it [4]): this reaction mainly affords a 2:1 mixture of 2-nitro and 4-nitro isomers, but after removal of the 2-isomer, the 3-nitrotoluene can be purified by distillation. It is a precursor to toluidine, which is used in producing azo dyes. [3]
Chlorobenzene exhibits "low to moderate" toxicity as indicated by its LD 50 of 2.9 g/kg. [8] The Occupational Safety and Health Administration has set a permissible exposure limit at 75 ppm (350 mg/m 3) over an eight-hour time-weighted average for workers handling chlorobenzene. [11]
The U.S. National Institute for Occupational Safety and Health considers 4-nitrochlorobenzene as a potential occupational carcinogen. [5] The Occupational Safety and Health Administration set a permissible exposure limit of 1 mg/m 3 The American Conference of Governmental Industrial Hygienists recommends an airborne exposure limit of 0.64 mg/m 3 over a time-weighted average of eight hours.
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.