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Question

Between orthonitrophenol and paranitro phenol which one has lower Pka value.

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Solution

  • pKa value of an acid determines whether the acid is strong or weak. A strong acid has low pKa and high Ka value. While a weak acid has high pKa and low Ka value.
  • Since, the I effect of nitro group (NO2) is more at para position than at ortho position. Therefore, in para nitrophenol due to stronger I effect of NO2 the electron pair on O of OH group will be attracted strongly towards the ring and the OH bond will become weak leading to the release of H+ ion. Thus, making it strongly acidic.
  • In ortho nitrophenol the NO2 group is present at ortho position and the I effect is less in comparison to para position. Here the release of H+ ion is not as fast as in para.
  • Thus, para nitrophenol being more acidic has lower pKa value.

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