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Author: Subject: Diazotization of 2,4-Dinitrophenylhydrazine
Danny2017
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[*] posted on 15-7-2017 at 17:18
Diazotization of 2,4-Dinitrophenylhydrazine


Greetings everyone!!,

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

Regards

Daniel
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gdflp
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[*] posted on 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.
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[*] posted on 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)
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