Q6(c). A, B, C and D; mechanism of the NaBH₄ step
Identify A, B, C and D in the following reaction sequence: A —NaBH₄, MeOH→ (alcohol) —H⁺→ B —C→ (allylic bromide) —mCPBA→ D. Write the mechanism of the first step of the sequence. [reaction scheme given in the paper]
Answer in brief
A = cyclohexanone; B = cyclohexene; C = NBS (N-bromosuccinimide), light or peroxide; D = trans-3-bromo-1,2-epoxycyclohexane.
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CoversNaBH₄ reductionNBS allylic brominationmCPBA epoxidationcyclohexanoneE1 dehydrationhydride transfer
All parts of Question 6
- 6(a)(i) Benzoyl peroxide-initiated polymerisation of ethylene10 marks
- 6(a)(ii) Atactic, syndiotactic and isotactic polystyrene5 marks
- 6(b) Photochemistry of a β-hydroxy bicyclic ketone15 marks
- 6(c) A, B, C and D; mechanism of the NaBH₄ step20 marks