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Topic: Potassium Benzylamide  (Read 2242 times)

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Offline Schrödinger

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Potassium Benzylamide
« on: June 01, 2016, 05:16:37 PM »
A simple salt metathesis reaction, I tried making the potassium salt of benzylamine (PhCH2NH2).

PhCH2K + PhCH2NH2  :rarrow: PhCH2NHK + toluene

I expected to see a white solid, PhCH2NHK. Instead I get a pink solid. Is this its real colour? Or am I doing something wrong?
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Offline discodermolide

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Re: Potassium Benzylamide
« Reply #1 on: June 02, 2016, 01:13:48 AM »
This may well be its actual colour.
Phenyl acetic acid is used to titrate n-Butyllithium, when the acid group has beed fully consumed the strong base starts to deprotonate the PhCH2- group to give a yellow colour, the end point of the titration. Point is that many of such anions are coloured.
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Offline Schrödinger

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Re: Potassium Benzylamide
« Reply #2 on: June 02, 2016, 12:20:57 PM »
I'm starting to believe it too. I did a lithium version of the reaction (in THF) and that turned out pink too. But then I pumped on it for a while to remove the solvent, and after 3 pentane washes, it now seems white. Perhaps it's a solvent thing... It might also be because of THF.
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