Organic Chemistry Basics 2 Question 61

61. Match the reaction in Column I with appropriate options in Column II.

(2010)

C.

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Solution:

this is an example of electrophilic substitution at para position of phenol, giving a coupling product.

Pianacol-pinacolone rearrangement, occur through carbocation intermediate.

Nucleophilic addition occur at $s p^{2}$ (planar) carbon, generating a chiral centre, hence product will be a racemic mixture.