The compound that is most difficult to protonate is:

  • Option 1)

  • Option 2)

  • Option 3)

  • Option 4)

Answers (1)
V Vakul

 

Protonation of phenol is difficult.

Reason:- In alcohols the electron density on oxygen is high. (R-{O}-H)

due to localisation of its lone pair and e- donating nature of alkyl group. So, their protonation is easy.

However, in phenols (Ph-{O}-H) the lone pair of oxygen is in resonance with the benzene ring and thus is delocalised.

So, protonation of phenol is difficult.


Option 1)

Option 2)

Option 3)

Option 4)

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