What does the "N" in N-nitrosoamine mean/stand for? Also, if the functional group is connected to a benzene ring what do I call it?
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asked Oct 31 '16 at 13:34
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$\begingroup$ An older review article: pubs.acs.org/doi/pdf/10.1021/bk-1979-0101.ch001 $\endgroup$ – pentavalentcarbon Oct 31 '16 at 13:59
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$\begingroup$ chemistry.stackexchange.com/questions/44349/… $\endgroup$ – Mithoron Oct 31 '16 at 14:40
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$\begingroup$ @Mithoron Related, agreed, but not duplicate. $\endgroup$ – hBy2Py Oct 31 '16 at 15:20
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The "N" means that the nitroso group ($\ce{-NO}$) is attached to the amine nitrogen.
So, for example, in N-nitrosomorpholine the nitroso group is attached to the nitrogen atom of the saturated, heterocyclic morpholine ring:
You could never have an "N-nitroso" group attached to a plain benzene ring, since there is no nitrogen atom in a benzene ring for the "N-" prefix to refer to.
In general, though, you would name aromatic nitroso compounds in the same way as you would those with any other substituent like 'chloro-' or 'nitro-'. For example, the following compound would is named nitrosobenzene:
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A nitroso group is a nitrogen double bonded to an oxygen (think carbonyl). When that nitroso group is attached to an amine, it is an N-nitrosoamine. We add the N- designation so we know that the nitroso group is bonded to the nitrogen of the amino group as opposed to somewhere else on what is presumably an organic molecule.
