2-Nitrotoluene


2-Nitrotoluene or ortho-nitrotoluene is an organic compound with the formula CH3C6H4NO2. It is pale yellow liquid that crystallizes in two forms, called α and β. 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 °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-Nitrotolune is mainly consumed in the production of o-toluidine, a precursor to dyes.