Organic Chemistry Basics 2 Question 59

59. Statement I $p$-nitrophenol is a stronger acid than $o$-nitrophenol.

Statement II Intramolecular hydrogen bonding make the $o$-isomer weaker acid than $p$-isomer.

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Solution:

  1. Statement I is correct; Statement II is correct; Statement II is the correct explanation of Statement I.

Intramolecular $\mathrm{H}$-bonding discourage release of $\mathrm{H}^{+}$to some extent, hence weaker acid than its para isomer.