Indian Forest Service (Mains), Chemistry optional · 2024 · Paper II
Q2(c)(ii). Chugaev elimination
Question
Identify the thermal reaction of the drawn cyclohexyl xanthate and predict its major alkene. [structure given in the paper]
Answer in brief
Chugaev elimination gives the alkene between the xanthate-bearing carbon and its unmethylated neighbour: 5-tert-butyl-3-methylcyclohex-1-ene.
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CoversChugaev eliminationxanthate pyrolysissyn eliminationcyclic transition statepyrolytic elimination
All parts of Question 2
- 2(a)(i) A para-Claisen crossover experiment5 marks
- 2(a)(ii) Kinetic and thermodynamic enolates5 marks
- 2(b)(i) Photolysis of an ortho-methyl diazo compound5 marks
- 2(b)(ii) Bridgehead carbocation stability5 marks
- 2(b)(iii) Rearrangement during solvolytic elimination5 marks
- 2(c)(i) Hofmann elimination10 marks
- 2(c)(ii) Chugaev elimination5 marks