UPSC Combined Geo-Scientist, Mains · 2019 · Mains Paper III

Q9(b). Birch reduction–alkylation sequence of a methoxybenzoic acid

10 marks
Topic: Oxidation and reduction
Question only

Question

Consider the reaction sequence: a methoxybenzoic acid with Na/NH₃, then R–Br, then aqueous HCl [given in the paper]. Identify X, Y and Z. Explain the mechanism of their formation.

Model answer

The free solution for 2019 answers questions 1, 3, 4, 6, 7 and 10, the ones picked in its time plan. This part is not answered on the site yet. New answers are announced on Telegram.

Read the 2019 solution Join on Telegram

Part of VKC Basic

Read the key points and the full model answer with VKC Basic

VKC Basic (₹999 for 6 months) opens every solved answer, the notes, the handbook and the daily answer archive. Every Mains test series includes it.

See what is included Already a member? Sign in

CoversBirch reductionreductive alkylationenol ether hydrolysiscyclohexenone

All parts of Question 9

9(a) Product A of an aldehyde condensation with mechanism10 marks
9(b) Birch reduction–alkylation sequence of a methoxybenzoic acid10 marks
9(c) E2 of menthyl and neomenthyl chlorides5 marks
9(d) Thermal or photochemical? Woodward–Hoffmann prediction5 marks