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Question: Answered & Verified by Expert
Assertion : $p$-Nitrophenol gives more electrophilic substituted compound than $m$ methoxyphenol.
Reason : Methoxy group shows only negative I-effect.
ChemistryGeneral Organic ChemistryAIIMSAIIMS 2011
Options:
  • A If both assertion and reason are true and reason is the correct explanation of assertion.
  • B If both assertion and reason are true but reason is not the correct explanation of assertion.
  • C If assertion is true but reason is false.
  • D If both assertion and reason are false.
Solution:
2662 Upvotes Verified Answer
The correct answer is: If both assertion and reason are false.
In $p$-nitrophenol, $-\mathrm{NO}_2$ group has $-I$ effect, as a result of which electron density decreases on the benzene ring, hence reactivity towards electrophilic substitution decreases. Methoxy group shows both $+R$ (due to lone pair of electrons on $O$ ) and $-I$ effect (due to greater electronegativity of $\mathrm{O}$ ).
- $\mathrm{OCH}_3$ at meta-position shows only $-I$ effect but lesser than $-I$ effect of $-\mathrm{NO}_2$ group.

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