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I sorta meant that, but i dont think it depends on the strength of the withdrawing group as much as it depends on the location. I think the location is most important and The ortho would be stronger which like you said is the NO2. I didnt realize that one was NO2 and the other NO i thought the were both NO. My mistake. Either way what i said before is true just that is isnt an NO rather an NO2. I didnt look at the attachment carefully enough.The NO2 is more acidic but I think NO withdraws electron density via inductive effects as stated but also donates electron density to the ring via resonance. The main example of an o/p director that deactivates the ring is the halogens but additionally NO fits that bill too (less known) so on that basis you could probably answer the question alone but its even easier to see that the NO2 can stabalize the negative charge via resonance and would be responsible for the one with the NO2 being more acidic.
orgodox - how does NO donate electrons into ring via resonance? dont see it