[cshipman]

When a bromine atom replaces a hydrogen atom on the pNitrophenol molecule, on which position would it be attached: next to the hydroxyl group or next to the nitro group. Explain your reasoning...

[Jorriss]

I'll give you a way to figure it out, since I didn't read the question that closely.

When you dealing with substitions on benzene, figuring out where a substituent will add is generally found by looking at the stability of the intermediate.

So figure out where the groups might add, and draw both intermediates.

Which is more stable?

[cshipman]

Thank you!

[cshipman]

Still can't figure it out...

[Jorriss]

Did you draw your intermediates?