Sciencemadness Discussion Board

Diazotization of 2,4-Dinitrophenylhydrazine

Danny2017 - 15-7-2017 at 17:18

Greetings everyone!!,

Can anyone help me with the Diazotization of 2,4-Dinitrophenylhydrazine using HCl and Sodium Nitrite.

Regards

Daniel

unionised - 16-7-2017 at 01:37

DNPH is used for mesasuing aldehyde and ketones in air.
One potential problem with that is that air contains traces of NOx which reacts with the DNPH to make all sorts of dross.

If I recall correctly dinitrophenol was one of the dominant products.
I suspect that you would get similar products if you tried to diazotize DNPH.
You might do slightly better if you used the corresponding amine, rather than hydrazine.

Boffis - 18-7-2017 at 08:11

Phenylhydrazine reacts with nitrous acid or a proxy for it to give phenyl azide. So 2,4-dinitrophenylhydrazine may react similarly but this is not strictly diazotization because the product is not a diazonium salt. It may be possible to oxidize the hydrazine to a diazonium salt under suitable conditions though (oxidation with HgO, Cl or Br)