Organic Compounds Containing Halogens Question 141
Question: Among the following, the one which reacts most readily with ethanol is
[AIIMS 2004]
Options:
A) p-nitrobenzyl bromide
B) p-chlorobenzyl bromide
C) p-methoxybenzyl bromide
D) p-methylbenzyl bromide
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Answer:
Correct Answer: C
Solution:
Due to the presence of electron rich methoxy group (+I) at p-position the polarity increases on C-X bond by which it becomes more reactive towards nucleophilic attack of ethanol, p-nitro and chloro are electron deficient groups that decrease the polarity of C-X bond. Hence by them it becomes difficult to react with ethanol due to less polarity. Methyl group is less electron rich than methoxy group.
BETA
