Q7(b). X, Y and Z from an N-Boc piperidine aldehyde
Predict the structures of X, Y and Z in the following sequence of reactions: [N-Boc piperidine aldehyde] —LiAlH₄, THF, 0 °C→ X —1) BH₃/THF, 2) HO⁻, H₂O₂, H₂O→ Y —CrO₃, H₂SO₄→ Z. [starting structure given in the paper]
Model answer
The free solution for 2024 answers questions 1, 3, 5, 6 and 8, the ones picked in its time plan. Question 7 is answered in full in the Chemistry Paper II, 2021 to 2025 book, with every part of every paper.
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UPSC Civil Services (Main) Chemistry Paper II: Model Answers 2021 to 2025
- All eight questions of each paper, with the question printed above its answer
- Mechanisms drawn out and labelled on the scheme
- Topic-wise weightage and a topic-wise index
CoversLiAlH₄ reductionhydroboration–oxidationJones oxidationN-Boc protecting groupchemoselectivity
All parts of Question 7
- 7(a) λmax of three dienones by Woodward–Fieser rules15 marks
- 7(b) X, Y and Z from an N-Boc piperidine aldehyde15 marks
- 7(c)(i) Two isomeric esters C₁₀H₁₂O₂10 marks
- 7(c)(ii) Fragment ions m/z 58 and m/z 9210 marks