Q3(f). Six-pi electrocyclic switching
Identify A, B and C from the drawn octatriene on heating, irradiation of A and then heating B; name the processes. [structure of the octatriene given in the paper]
Model answer
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Topic notes: pericyclic reactions, with every Civil Services, IFoS and Geo-Scientist PYQ →
Coverselectrocyclic reactiondisrotatoryconrotatoryoctatrieneWoodward–Hoffmann rules
All parts of Question 3
- 3(a) Hydrogen bromide addition to a conjugated diene5 marks
- 3(b)(i) Nitration of p-bromoanisole3 marks
- 3(b)(ii) Nitration of p-chloroanisole2 marks
- 3(c) Solvolysis and antiaromatic destabilization5 marks
- 3(d) Racemization during alpha bromination5 marks
- 3(e) Self-condensation of diethyl succinate10 marks
- 3(f) Six-pi electrocyclic switching10 marks