[luketapis]

How might you separate an amine from a neutral organic compound?

[Borek]

You have to show your attempts at solving the question to receive help. This is a forum policy.

[luketapis]

I am not looking for answer. I more looking for a tip, something what I could start from.
My assumption is that I could protonate amine by adding acid but then I could protonate organic compound as well.
Or I could dissolve amine in solvent which is not very good for dissolving  organic compound.

[Babcock_Hall]

You are doing fine.  Do we know specifically which organic molecule, or just organic in general?  What property found in tables might tell us whether or not we could protonate an amine without protonating the organic molecule?

[luketapis]

neutral organic compound in general.
Polarity of molecule?

[Babcock_Hall]

I was thinking of pK_a values.  Maybe it would be easier to start with a very simple organic molecule, and then move to something slightly more challenging.  Suppose I said I wanted to separate hexane from an amine.  How could I do this with protonation?  Would protonation of hexane be a problem?

[luketapis]

not at all, but it would be a problem for hexene 

[luketapis]

nobody?

[Arkcon]

My assumption is that I could protonate amine by adding acid but then I could protonate organic compound as well.

Is this really true for a neutral organic compound?  Do you really believe hexane, or benzene can accept a proton?  What compound do you expect to get, in that situation?

[Babcock_Hall]

luketapis,

A strong acid might cause isomerization of a double bond in some instances (I am thinking of carotenoids).  Is that your concern?  If so, I could imagine some ways around this problem.