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

Q4(c)(i). Substitution versus elimination of a primary bromide

5 marks
Topic: Substitution reactions
Question only

Question

Supply reagents to convert the shown straight-chain primary alkyl bromide to (A) the corresponding primary alcohol and (B) the terminal alkene, with justification. [structure given in the paper]

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: nucleophilic substitution (SN1, SN2, SNi, neighbouring group participation, solvent effects, rearrangement), with every Civil Services, IFoS and Geo-Scientist PYQ →

CoversSN2 versus E2primary alkyl bromidebulky basepotassium tert-butoxidesubstitution versus elimination

All parts of Question 4

4(a)(i) Cyclopentadiene and methyl acrylate5 marks
4(a)(ii) Tetraphenylcyclopentadienone cycloaddition5 marks
4(b) Oxidation and oxidative cleavage5 marks
4(c)(i) Substitution versus elimination of a primary bromide5 marks
4(c)(ii) Alcohol to chloride with retention5 marks
4(d)(i) Regioselective hydration of allylbenzene5 marks
4(d)(ii) Nucleoside and nucleotide structures5 marks
4(e) Three rearrangement and condensation sequences5 marks