chem board help

please help asap

more acidic-- i]4 nitro benzoic acid,or ii] 3,5 dinitro benzoic acid?

i need d reason

ans ii>1

thanks

3 Answers

two reasons as per me
1.greater stabilization of conjugate anion relative to the parent acid?
2.more polarization of C-H bond?

the reason is that there is interference in the ^-O-C=O <--> O=C-O^- resonance in case of para nitro derivative due to resonance thru benzene ring!

thus, the di(meta)nitro derivative is stabler conjugate base 100% ^-O-C=O <--> O=C-O^- resonance

plus stabilisation wid I effect!(very minute tho)

thanks....

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