I'd like to know why a compound I had, when reacted with concentrated sulfuric acid during an identification test, produced a solid compound that appeared carbonized (the solid was grey). After conducting all the tests, I identified the compound as aniline. Therefore, I'd like to know whether the reaction is similar to the reaction of p-nitroaniline with sulfuric acid or if it is due to the sulfonation of the aromatic ring. I couldn't find any information indicating that a solid is formed during sulfonation. Can you help me?
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1$\begingroup$ What were the reactions conditions? This may be useful to you quora.com/… $\endgroup$– WaylanderCommented Jun 4 at 19:00
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$\begingroup$ It should be similar to p-nitroaniline case chemistry.stackexchange.com/questions/147532/… $\endgroup$– MithoronCommented Jun 4 at 20:40
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$\begingroup$ There were no specific conditions; I just added a bit of sulfuric acid to the unknown compound, all at ambient conditions. $\endgroup$– CarolinaCommented Jun 4 at 20:48
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$\begingroup$ Then most likely your product was the anilinium hydrosulfate $\endgroup$– WaylanderCommented Jun 4 at 21:36
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$\begingroup$ See this post: chemistry.stackexchange.com/questions/75745/… and the linked post in the comment. $\endgroup$– Nilay GhoshCommented Jun 6 at 0:14
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