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guys what's more acidic phenol or c6h5NH3+ with a no2 attached to para posiiton.
guys what's more acidic phenol or c6h5NH3+ with a no2 attached to para posiiton.
by rule of thumb, and for the simplicity of any question asked on the DAT:
the more electron withdrawing a group on a benzene ring is, the more acidic it will be...on the contrary, the more electron donating, the more basic.
to break it down even down farther, H+ groups (such as those in NH3) are elctron withdrawing, as compared to -OH which is electron withdrawing, but not to the same extent.
http://forums.studentdoctor.net/archive/index.php/t-411177.html
That should answer your question. The electron withdrawing groups stabilizes the ring making it more acidic through inductive effect.
you people seem to not be understanding something. when an acidic gorup has also a withdrawing group on the benzene it makes it more acidic. understood. myh question was in terms of the acidic group itself. that has nothing at all to do with whethere it is electron donating or withdrawing imo.
doesnt anyone understand what im saying.
c6h5NH3+ would be more acidic. And c6h5NH3+ actually has 3 resonance structure if you push the carbocation onto the benzene ring.
there's no carbocation . were talking about what is most stable after it loses the H. (if it were very stable in its current form with + it would not be acidic at all bec wouldn lose H).