Bromination of toluene, ortho, meta or parra?

Check the inductive effect. The I-effect of substituents.
The other thing are the parameters. The bss-rule. Boiling heat, sun light side =  chain reaction.
And ccc-rule cold temperature, catalyst = core reaction

A reaction at the benzylic position (the methyl group) is possible, but under completely different conditions than reactions that occur on the aromatic ring itself, which I suspect is the intent of the problem.  I suggest that we defer any discussion of other reactions until after we have exhausted the subject of ortho, meta, or para substitutions.