Suvarna Garge (Editor)

4 Nitrotoluene

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Appearance
  
crystalline solid

Formula
  
C7H7NO2

4-Nitrotoluene wwwchemicalbookcomSpectrum999901HNMRgif

4-Nitrotoluene or para-nitrotoluene is an organic compound with the formula CH3C6H4NO2. It is a pale yellow solid. This compound is mainly used to prepare dyes.

Contents

4-Nitrotoluene 4Nitrotoluene9999013CNMR

Synthesis and reactions

4-Nitrotoluene 4Nitrotoluene99990IR1

Together with other isomers, 4-nitrotoluene is prepared by nitration of toluene. It undergoes the expected reactions, e.g. hydrogenation gives p-toluidine.

Applications

4-Nitrotoluene 4Nitrotoluene 99 SigmaAldrich

The principle application involves its sulfonation to give the 4-nitrotoluene-2-sulfonic acid (SO3H group adjacent to methyl). This species is produced on a large scale since it can be coupled to make stilbene derivatives which are used as dyes. Representative derivatives include 4,4'-dinitroso- and the 4,4'-dinitro-2,2'-stilbenedisulfonic acids.

Safety

There is some evidence for toxicity and carcinogenecity in mice.

4-Nitrotoluene 4Nitrotoluene C7H7NO2 ChemSpider

4-Nitrotoluene 4nitrotoluene2sulfonic acid AldrichCPR SigmaAldrich

References

4-Nitrotoluene Wikipedia
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