[Promilla]

Hello!

The question is - in reaction with Br₂ and NaHCO₃ which one is more likely to react - aniline or phenol.

My thoughts on this : nitrogen is less electronegative so it should be more likely to donate electrons to stabilize the intermediate resonance structures, however -NH₂ group has two hydrogens compared to only one on the -OH group and hydrogens have their own small electronegativity, so they should draw the electrons from N atom a bit more than the one from O atom.

I am confused. Would appreciate any hints.

Cheers!