Girish Mahajan (Editor)

3 Nitroaniline

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Melting point
  
114 °C

Formula
  
C6H6N2O2

Appearance
  
Yellow, Solid

Molar mass
  
138.14 g/mol

Boiling point
  
306 °C

3-Nitroaniline 3Nitroaniline Wikipedia

Related compounds
  
2-Nitroaniline, 4-Nitroaniline

3-Nitroaniline, also known as 'meta'-nitroaniline and m-nitroaniline, is a non-volatile stable solid commonly used as a raw material for dyes. 3-Nitroaniline is an aniline carrying a nitro functional group in position 3. It is stable in neutral, acidic or alkaline solutions and is classified as "not readily biodegradable" with "low bioaccumulation potential" [1].

3-Nitroaniline File3nitroaniline chemical structurepng Wikimedia Commons

It is used as a chemical intermediate for azo coupling component 17 and the dyes disperse yellow 5 and acid blue 29. The chemical is changed to other substances (dyestuffs and m-nitrophenol) during the dyeing process.

3-Nitroaniline wwwsigmaaldrichcomcontentdamsigmaaldrichstr

Synthesis

3-Nitroaniline 3nitroaniline C6H6N2O2 ChemSynthesis

It can be synthesised by nitration of benzamide followed by the Hofmann rearrangement of the 3-nitrobenzamide previously formed. It consist in treating the 3-Nitrobenzamide with sodium hypobromite or sodium hypochlorite to transform the amide group into an amine.

3-Nitroaniline 99092 CAS 3NITROANILINE Amines amp Amine Salts Article No 04926

References

3-Nitroaniline Wikipedia