Dolbier HW Solutions 294

Dolbier HW Solutions 294 - 288 REACTIONS OF ARENES...

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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 than The cyclohexadienyl cation intermediate leading to 4-chloro-1,3-dimethylbenzene is more stable 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 one corresponding 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.

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