Q5(c). Vinylcyclopropane rearrangement
Predict the products of vinylcyclopropane on heating, followed by NCS, benzoyl peroxide and light.
Answer in brief
Thermal rearrangement gives cyclopentene; radical allylic chlorination then gives 3-chlorocyclopent-1-ene.
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Topic notes: pericyclic reactions, with every Civil Services, IFoS and Geo-Scientist PYQ →
Coversvinylcyclopropane rearrangementcyclopenteneallylic chlorinationNCSradical substitution
All parts of Question 5
- 5(a) Condensation of diethyl succinate5 marks
- 5(b) DNA bases and pairing5 marks
- 5(c) Vinylcyclopropane rearrangement5 marks
- 5(d) Oxidation of 2-acetylpyridine5 marks
- 5(e) Azobenzene and hydrazobenzene5 marks
- 5(f) Nitration of indole5 marks
- 5(g) Acidity of cyclopentadiene derivatives5 marks
- 5(h) Photoproducts of ketone excitation5 marks