Organic Chemistry Basics - Result Question 109
61. Match the reaction in Column I with appropriate options in Column II.
(2010)
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Answer:
Correct Answer: 61. $\mathrm{A} \rightarrow \mathrm{r}, \mathrm{s} ; \mathrm{B} \rightarrow \mathrm{t} ; \mathrm{C} \rightarrow \mathrm{p}, \mathrm{q} ; \mathrm{D} \rightarrow \mathrm{r}$
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.