WHY DO WE GET ISOPROPYL BENZENE ON TREATING BENZENE WITH 1-CHLOROPROPANE INSTEAD OF N-PROPYL BENZENE?
Asked by kuldeep shrivastava | 21st Feb, 2011, 12:27: PM
This is an example of electrophilic substitution reaction. The 1-chloropropane produces n-propyl cation which stabilises through reonance and produces 2-propyl cation.
Since 1º-carbocations are prone to rearrangement, it is usually not possible to introduce 1º-alkyl substituents larger than ethyl by Friedel-Crafts alkylation. So, reaction of excess benzene with 1-chloropropane and aluminum chloride gives a good yield of isopropylbenzene (cumene).
C6H6 (large excess) + CH3CH2CH2-Cl + AlCl3 ——> C6H5-CH(CH3)2 + HCl
We hope that clarifies your query.
Answered by | 21st Feb, 2011, 07:54: PM
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