Q3(a)(ii). An α-chloro ketone without α'-H: quasi-Favorskii rearrangement
Write the structure of the product formed.
[structure] → (NaOH) ?
Model answer
The 2016 solution on this site answers questions 1, 2, 4, 5 and 7, the ones picked in its time plan. This part is not answered on the site yet. New answers are announced on Telegram.
With any Mains test series
Read the key points and the full model answer with a Mains test series
Every Mains test series (Civil Services, IFoS or Geo-Scientist) opens the solved IFoS Mains PYQ answers, the notes, the handbook and the daily answer archive until your Mains. The first test of each series is free. Civil Services and Geo-Scientist Mains PYQ solutions and Geo-Scientist Prelims PYQ solutions are free for everyone.
Topic notes: molecular rearrangements, with every Civil Services, IFoS and Geo-Scientist PYQ →
Coversphenyl group migratesquasi-Favorskiitetrahedral alkoxidepethidine (meperidine)
All parts of Question 3
- 3(a)(i) Neopentyl iodide with aqueous silver nitrate: 1,2-methyl shift5 marks
- 3(a)(ii) An α-chloro ketone without α'-H: quasi-Favorskii rearrangement5 marks
- 3(b)(i) 2-Pyrone + dienol: inverse-demand Diels–Alder, loss of CO₂ and water5 marks
- 3(b)(ii) trans-1,2-Divinylcyclohexanol: oxy-Cope ring expansion5 marks
- 3(c)(i) Correlation diagrams: butadiene and cyclobutene5 marks
- 3(c)(ii) Fused cyclobutenes: conrotatory opening allowed or blocked5 marks
- 3(d)(i) Dichloroketene [2+2], dechlorination, Baeyer–Villiger5 marks
- 3(d)(ii) Nitrile oxide from a nitro compound: intramolecular [3+2]5 marks