1
$\begingroup$

How does aniline react with $\ce{HNO3}$ in the absence of sulfuric acid? I read that nitration occurs at slow rate, but it didn't explain how nitronium ion is formed.

$\endgroup$
5
1
$\begingroup$

In the absence of sulfuric acid, aniline does react with nitric acid to form anilinium nitrate. It is observed as an intermediate product during the production of diazobenzene nitrate (benzenediazonium nitrate). But the species is too unstable for mass production and cannot be stored for long hours. Here is the description:

enter image description here

20 g of aniline are placed in a beaker, well cooled, and “boiled-out” nitric acid, previously diluted with half its volume of water, carefully added till the mixture sets to a thick crystalline paste – aniline nitrate.[...]

Caution: The synthesis is not to be carried out due to high explosive nature of diazobenzene nitrate. Explode in dry state.

$\endgroup$

Your Answer

By clicking “Post Your Answer”, you agree to our terms of service, privacy policy and cookie policy

Not the answer you're looking for? Browse other questions tagged or ask your own question.