thors.lab
Hazard to Others
Posts: 103
Registered: 19-7-2019
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Determining completion of Bamberger rearrangement
Hi,
I will be performing the Bamberger rearrangement as per this procedure..
The procedure calls for the use of a dichromate solution to determine whether the reaction has completed. Oxidation of p-aminophenol yields some
quinone imine (side note, not sure how to name this compound. Care to shed light? O=Ph=NH), while oxidation of the phenylhydroxylamine will of course
yield nitrosobenzene. The procedure then says to smell the solution to determine the presence of the nitrosobenzene.
Of course I don't want to go around smelling nitrobenzene and nitrosobenzene. I also don't have any dichromate salts right now and would rather not
have to buy them for this procedure. Additionally if I were to perform this on a smaller scale I would not want to waste product checking.
Does anybody have any alternative methods for gauging the completion of the Bamberger rearrangement?
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Metacelsus
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Posts: 2531
Registered: 26-12-2012
Location: Boston, MA
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Mood: Double, double, toil and trouble
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TLC would probably work. Check for disappearance of your starting material and formation of a new spot.
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