Indian Forest Service (Mains), Chemistry optional · 2021 · Paper II

Q8(c)(i). Oxidative coupling of acetic anhydride

5 marks
Topic: Principles of spectroscopy and applications in structure elucidation
Question only

Question

Acetic anhydride refluxed with KMnO₄ gives A, C₄H₄O₃, with IR bands at 1860 and 1785 cm⁻¹. Identify A, suggest a reactive intermediate and give its hydrolysis product.

Model answer

The free solution for 2021 answers questions 1, 2, 3, 5 and 6, 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: reagents for oxidation, reduction and hydroboration, with every Civil Services, IFoS and Geo-Scientist PYQ →

Coverssuccinic anhydrideanhydride IR bandsradical couplingKMnO₄ oxidationsuccinic acid

All parts of Question 8

8(a)(i) Methylcyclohexenes by mass spectrometry5 marks
8(a)(ii) Hydroxy-methoxyacetophenone assignment5 marks
8(b) Identification of an aromatic diester10 marks
8(c)(i) Oxidative coupling of acetic anhydride5 marks
8(c)(ii) Cyclopentenone photocycloadditions5 marks
8(d) Photochemical cycloaddition and cleavage5 marks
8(e) IR distinctions between functional groups5 marks