Indian Forest Service (Mains), Chemistry optional · 2023 · Paper II

Q4(f). Buchner ring expansion

5 marks
Topic: Reactive intermediates
Question only

Question

Predict the reaction of naphthalene with ethyl diazoacetate on heating and explain its mechanism.

Model answer

The free solution for 2023 answers questions 1, 2, 5, 6 and 7, the ones picked in its time plan. This part is not answered on the site yet. New answers are announced on Telegram.

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Topic notes: reactive intermediates (carbocations, carbanions, radicals, carbenes, nitrenes, benzyne), with every Civil Services, IFoS and Geo-Scientist PYQ →

CoversBuchner ring expansionethyl diazoacetatecarbenenorcaradieneelectrocyclic ring opening

All parts of Question 4

4(a) Two electrophilic additions with unusual outcomes5 marks
4(b) Rates of alkoxide-induced elimination5 marks
4(c) Regioselective Diels–Alder addition5 marks
4(d) Knoevenagel condensation5 marks
4(e) Pinacol and Tiffeneau–Demjanov rearrangements5 marks
4(f) Buchner ring expansion5 marks
4(g) Two substrates, one Favorskii intermediate10 marks