Any one of these resonance forms is a satisfactory answer to the question. Because of its ter-tiary carbocation character, this carbocation is more stable than the corresponding intermedi-ate formed from benzene.(b)Chlorination of m-xylene will give predominantly 4-chloro-1,3-dimethylbenzene.The intermediate shown (or any of its resonance forms) is more stable for steric reasons thanThe cyclohexadienyl cation intermediate leading to 4-chloro-1,3-dimethylbenzene is morestable and is formed faster than the intermediate leading to chlorobenzene because of its ter-tiary carbocation character.(c)The most stable carbocation intermediate formed during nitration of acetophenone is the onecorresponding to meta attack.
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This note was uploaded on 09/26/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.