Chemistry Forums for Students > Organic Chemistry Forum for Graduate Students and Professionals

Difficult separation of two aryl halides

(1/1)

democanarchis:
I'm having a bit of a headache trying to separate two compounds. One is the product from a sandmeyer reaction, a 1-bromo-2-chloronaphthalene. The second is the 1-bromonaphthalene which is generated in a side reaction. The compound can only be purified by running a column in neat heptane, and I have no access to reverse phase or prep hplc. I have about 600mg of the products in a 3:1 ratio.

The compounds co-elute on every mobile phase i've tried. The main 1,2 halogenated product has a MP of 46 and the minor a MP of 6 degrees C, but as a mixture are an oil. Their respective boiling points are too close to do a short path distillation, and there isn't enough material to do a conventional distillation.

Any suggestions? 

MissPhosgene:
Do you have access to a prep gc?

demoninatutu:
If you're using the Sandmeyer reaction to substitute chlorine, why are there bromine side products?

Given that the main product has a melting point of 46 degrees, have you considered a recrystallistation?

Navigation

[0] Message Index