Wikipedia says that,

Benzilic acid rearrangement occurs with ring contraction when used on cyclic diketones.

But gave no explanation, can you please elaborate on this with some mechanism. One such reaction I found here, why ring contraction taking place?

  • $\begingroup$ Ultimately because it is energetically favourable and the resulting carboxylic acid can deprotonate giving a stable species that disfavours the reverse reaction. $\endgroup$ – Waylander Apr 14 '19 at 16:52
  • $\begingroup$ @Waylander: Could you explain, why is the formation of a five-membered ring energetically favourable when it's more strained than a six-membered ring? Thanks! $\endgroup$ – Vishnu Sep 13 '20 at 5:33

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