Q5(h). Labelled allylic bromination
Explain the three labelled allylic bromides obtained from ¹⁴C-labelled cyclohexene with NBS/light. [structure of labelled cyclohexene given in the paper]
Answer in brief
Abstraction at either allylic site and trapping of resonance-delocalized allyl radicals account for the three distinct isotope positions.
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CoversNBS allylic brominationallyl radical resonance14C labellingWohl–Ziegler reactioncyclohexene
All parts of Question 5
- 5(a) Hydrophobic effect in biomolecules5 marks
- 5(b) Stopping radical styrene polymerization5 marks
- 5(c) Complementary DNA and RNA sequence5 marks
- 5(d) CO bond length from rotational spacing5 marks
- 5(e) Isotope shift of C–H stretching5 marks
- 5(f) Relative carbonyl stretching frequencies5 marks
- 5(g) Epoxide opening by dimethylamine5 marks
- 5(h) Labelled allylic bromination5 marks