JEE Main levelSingle correct optionDifficulty 2 of 3g3017
Which is the correct order of stability of the para-substituted benzyl cations p-X−CX6HX4−CHX2X+?
AX=OCHX3>X=CHX3>X=H>X=NOX2
BX=OCHX3>X=H>X=NOX2>X=CHX3
CX=NOX2>X=H>X=CHX3>X=OCHX3
DX=CHX3>X=OCHX3>X=H>X=NOX2
Answer: A
Methoxy donates a lone pair (+M), which is the strongest stabilisation; methyl donates by +I and hyperconjugation. Hydrogen is the reference, and nitro destabilises the cation by -M and -I effects.