Is Nitration of aniline ??

hello,

I found the product ratio of para to ortho to meta ratio in the nitration of aniline to be 51% : 2% : 47%.

As per explanation given by textbooks...Even though in acidic medium aniline is converted to anilinium ion and the NH3+ is strongly deactivating, the formation of para isomer is due to presence of free base in equilibrium with the cation. The para isomer is formed from the free base. This will shift the equilibrium, thus by improving the chances of formation of para isomer.

However, if para is formed from the free base, then why not ortho is also formed in appreciable quantity? It is only 2%. ...?


Please help.
Thanks!

I didn't find the right solution from the Internet.


References:
www.chemicalforums.com/index.php?topic=93293.0


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