Q4(g). Two substrates, one Favorskii intermediate
Give products and mechanisms for ClCH₂COCH₂Ph and PhCHClCOCH₃, each with NaOMe/MeOH.
Model answer
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Topic notes: molecular rearrangements, with every Civil Services, IFoS and Geo-Scientist PYQ →
CoversFavorskii rearrangementcyclopropanone intermediateα-haloketonesodium methoxidemethyl 3-phenylpropanoate
All parts of Question 4
- 4(a) Two electrophilic additions with unusual outcomes5 marks
- 4(b) Rates of alkoxide-induced elimination5 marks
- 4(c) Regioselective Diels–Alder addition5 marks
- 4(d) Knoevenagel condensation5 marks
- 4(e) Pinacol and Tiffeneau–Demjanov rearrangements5 marks
- 4(f) Buchner ring expansion5 marks
- 4(g) Two substrates, one Favorskii intermediate10 marks