JEE Main 2022 · 28 Jul · Shift 2 · Chemistry Q50

ChemistrySingle correct+4 / -1Question 50 of 90

Find out the major product for the above reaction.

Fused bicyclic lactone with the C=C at the ring fusion

Open diiodo acid (no lactone)

Fused bicyclic lactone with the C=C in the lactone ring

Fused bicyclic lactone with the C=C in the cyclohexane ring

Answer and worked solution

Official answer: C

Iodolactonisation. $\mathrm{I_2/NaHCO_3}$ closes a γ-lactone across the ring C=C, putting I on the adjacent ring carbon.

Pyridine, heat eliminates HI to give the unsaturated bicyclic lactone of NTA's option (C).

(C)

Topics:Carboxylic acids Alkenes

JEE Main 2022 · 28 Jul · Shift 2, Chemistry question 50