Q2(c). Favorskii reactions of two alpha-haloketones
Complete the dibromoketone with KOH/DMSO and the fused α-bromocyclobutanone with NaOH/MeCN, giving mechanisms. [structures given in the paper]
Model answer
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Topic notes: molecular rearrangements, with every Civil Services, IFoS and Geo-Scientist PYQ →
CoversFavorskii rearrangementcyclopropanone intermediatering contractionα-haloketoneα,β-unsaturated acid
All parts of Question 2
- 2(a) Neighbouring acetate participation10 marks
- 2(b) Dehydration with carbocation rearrangement10 marks
- 2(c) Favorskii reactions of two alpha-haloketones10 marks
- 2(d) Thermal oxygen–sulfur interchange10 marks