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  4. Increasing order of acid strength among p-methoxyphenol, p-methylphenol and p-nitrophenol is

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Q. Increasing order of acid strength among p-methoxyphenol, p-methylphenol and p-nitrophenol is

AIPMTAIPMT 1993Alcohols Phenols and Ethers

Solution:

Since $- NO _{2}$ show strong $- I$ and $- M$ effect, so it is the strongest acid. Between I and II, II is a stronger acid than I because although $- CH _{3}$ shows $+ I$ effect and $- OCH _{3}$ show - I effect, but the inductive effect is negligible in para position. Also, $- O - CH _{3}$ group destabilizes the phenolate ions through strong $+$ Meffect. So, $p$ - methoxyphenol is less acidic.
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