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Out of C_(6)H_(5)CH_(2)Cl " and " C_(6)H_(5)CHClC_(6)H_(5) which is more easily hydrolysed by equeous KOH ? |
Answer» Solution :`C_(6)H_(5)CH_(2)Cl " isa " 1^(@) ` aralkyl halide while `C_(6)H_(5)CH(Cl) C_(6)H_(5) " is a " 2^(@)` aralkyl halide.  In `S_(N)1` REACTIONS, reactivity depends upon the stability of CARBOCATIONS. CARBOCATION `C_(6)H_(5)overset (+)CHC_(6)H_(5)` where the `+v` charge is delocalised over two `C_(6)H_(5)` RINGS is more stable than the carbocation , `C_(6)H_(5)overset(+)CH_(2)` where ` + ve` charge is delocalized over one `C_(6)H_(5)` ring. Therefore , `C_(6)H_(5)CHClC_(6)H_(5)` gets hydrolysed more easily than `C_(6)H_(5)CH_(2)Cl " under"S_(N)1` conditions . But under `S_(N)2` conditions, the reactivity is affected by steric hindrance , therefore `C_(6)H_(5)CH_(2)Cl` gets hydrolysed more easily than `C_(6)H_(5)CHCl_(6)H_(5) " under " S_(N)2 ` conditions . |
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