Indian Forest Service (Mains), Chemistry optional · 2021 · Paper II
Q7(a)(i). A beta-chloroamine and sulfonyl chloride
Question
Predict the products and mechanism for EtNHCH₂CH(Cl)Me with aqueous NaOH, followed by p-toluenesulfonyl chloride in pyridine on heating.
Model answer
The free solution for 2021 answers questions 1, 2, 3, 5 and 6, the ones picked in its time plan. This part is not answered on the site yet. New answers are announced on Telegram.
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Coversneighbouring group participationaziridineaziridinium iontosyl chlorideβ-chloroamine
All parts of Question 7
- 7(a)(i) A beta-chloroamine and sulfonyl chloride5 marks
- 7(a)(ii) Hydration followed by oxidation5 marks
- 7(b) Ireland–Claisen rearrangement of an allylic acetate10 marks
- 7(c)(i) Solvolysis of a tertiary allylic bromide5 marks
- 7(c)(ii) Ring expansion of vinylcyclobutane5 marks
- 7(d) Stability of triarylmethyl radicals5 marks
- 7(e) State-dependent diene chemistry and photo-Fries rearrangement5 marks