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2-Nitrotoluene

2-Nitrotoluene or ortho-nitrotoluene is an organic compound with the formula CH<sub>3</sub>C<sub>6</sub>H<sub>4</sub>NO<sub>2</sub>. 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.

Synthesis and reactions

It is made by nitrating toluene at above −10&nbsp;°C. This reaction affords a 2:1 mixture of 2-nitro and 4-nitro isomers.

Chlorination of 2-nitrotoluene gives two isomers of the chloronitrotoluenes. Similarly nitration gives two isomers of dinitrotoluene.

2-Nitrotoluene is mainly consumed in the production of o-toluidine, a precursor to dyes.

References

External links