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Topic: True or false  (Read 1414 times)

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Offline HB

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True or false
« on: March 15, 2014, 01:18:29 PM »
when N-phenylpiperazine reacts with chloroacetyl chloride in absence of triethylamine, the product can be seperated as HCl salt as NH of piperazine forms amide bond and the other nitrogen can form HCl salt. Is that true

when morpholine reacts with chloroacetyl chloride in absence of triethylamine, the product cannot be separated as HCl salt as the amidic N cannot form quaternary salt, is that true

The question in other words is can amidic N form quternary salt

Offline TheUnassuming

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Re: True or false
« Reply #1 on: March 15, 2014, 02:40:57 PM »
OK, so rather than just give you the answer how about I ask you a few prodding questions.  When you add acid to an amine, what is protonated?  Then look at the amide, when you add acid to it what is protonated?  When you look at the electronics of an amine, what is allowing it to act as a base?  Does an amide have these same electronic properties?
When in doubt, avoid the Stille coupling.

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