In the chapter of amines, and I see reaction occuring between amines and nitrous acid. However I am thinking why I don't see reactions of amines also react $\ce{HNO3}$ in presence of stronger acid like $\ce{H2SO4}$, that can protonate $\ce{HNO3}$, causes $\ce{H2O}$ to leave and then finally have amines to react with $\ce{NO2}$, making nitroamines?
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https://chemistry.stackexchange.com/questions/7/why-does-nitration-of-n-n-dimethylaniline-occur-at-the-meta-position – Mithoron May 09 '17 at 14:40
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Yeah, but in the link, I don't see amine reacting together with HNO3 per say like the way amine react with nitrous acid. – TLo May 09 '17 at 14:41
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You mean if amine group can be nitrated? – Mithoron May 09 '17 at 14:42
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Yes, like how you create N-nitrosamine. – TLo May 09 '17 at 14:44
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My first comment there – Mithoron May 09 '17 at 14:45
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ahh... okay. So why is this nitration of amine group not taught in orgo books? Is it because of hazardous issues? – TLo May 09 '17 at 14:49
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Let us continue this discussion in chat. – TLo May 09 '17 at 14:51
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Yes, you can form a nitroamine (nitramine) from a secondary amine and nitric/sulfuric acids. Some explosives have a nitramine structure (e.g. tetryl, RDX, HMX, HNIW).
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