Q--- Why these two reaction forms different product(i mean one is replacing H- & other is substituting NO2) ?
CN- is better nucleophile than CH3O- still it isn't able to substitute NO2 Both reaction have same mechanism ArSN2 still different type reaction?? How Why??
the only difference i can see b/w these two reaction is -CN is weaker acid than methoxide but a better nucleophile than methoxide. But still i can't find any reason behind these two different reaction
@Newton I highly doubt the first reaction will take place... ArSN needs -NO2 group at ortho/para position. The second reaction is more probable since all -NO2 groups are ortho/para and CN- is a relatively small nucleophile, so it can 'fit' in between two -NO2 groups meta to each other.
In a quora post i read "When CH3 is directly attached to O(e.g. methoxide) then CH3 acts as Electron Withdrawing Group , it's also proven by NMR Spectroscopy"