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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: Archy12345 on January 12, 2015, 09:37:56 PM

Title: Amine Synthsis
Post by: Archy12345 on January 12, 2015, 09:37:56 PM

Can amines be synthesized from alkenes via electrophilic addition using ammonium nitrate and ammonia in non-aqueous protic solution?

I've written a mechanism for why I think this may be possible. If I was pressed to decide on a solvent, I'd probably choose ethanol.

Any thoughts?

Title: Re: Amine Synthsis
Post by: AdiDex on January 16, 2015, 04:05:01 PM

I think it is not  feasible.
2nd and 3rd steps are possible . but the first step is seems to be impossible(may be possible in very very very drastic conditions) because 

1. NR₃⁺ is not a good leaving group.
2. You are trying to donate electron cloud from an alkene which is a very bad base , or say you are donating electron from a   sp₂ carbon . as you are making a charged specie from a non-polar specie .