Jump to content

Electrophillic Aromatic Substitution


bauerle2

Recommended Posts

I recently completed a lab dealing with electrophilic bromination and nitration of phenacetin. The bromination product revealed a bromine group ortho to the ethoxy substituent, while the nitration product revealed a nitro group ortho to the acetamide group. I know both the alkoxy and acetamide group are ortho-para directors, so why do the nitro and bromo groups substitute at different positions on the aromatic ring? Is this a result of steric effects or something different?

Link to comment
Share on other sites

Create an account or sign in to comment

You need to be a member in order to leave a comment

Create an account

Sign up for a new account in our community. It's easy!

Register a new account

Sign in

Already have an account? Sign in here.

Sign In Now
×
×
  • Create New...

Important Information

We have placed cookies on your device to help make this website better. You can adjust your cookie settings, otherwise we'll assume you're okay to continue.