Q8(a)(i). Cyclopentadiene + β-nitrostyrene; Nef reaction of the adduct
Complete the reactions and give appropriate mechanisms of the following:
[structure] + [structure] → (Δ) X → (H₂SO₄) Y
Model answer
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CoversDiels–AlderNef reactionketene equivalent[4 + 2] cycloadditionsecondary orbital overlap
All parts of Question 8
- 8(a)(i) Cyclopentadiene + β-nitrostyrene; Nef reaction of the adduct10 marks
- 8(a)(ii) Photocyclisation of cyclodecanone to 9-decalol10 marks
- 8(a)(iii) Norrish type II reaction of 2-benzoylnorbornane10 marks
- 8(b)(i) Periodic acid cleavage of an aldohexose5 marks
- 8(b)(ii) Baeyer–Villiger oxidation of camphor5 marks