Q10(b). Structure from ¹H and ¹³C NMR: C₁₅H₁₄O
Find the structure of the organic compound with molecular formula C₁₅H₁₄O which exhibited the following ¹H NMR and ¹³C NMR spectral data. Justify your answer: ¹H NMR: δ 2.4 (s), 7.2 (d, J = 8 Hz), 7.7 (d, J = 8 Hz); ¹³C NMR: δ 21.0, 129.0, 130.0, 136.0, 141.0, 190.0
Model answer
The free solution for 2024 answers questions 1, 4, 5, 6, 7 and 9, the ones picked in its time plan. Question 10 is answered in full in the Geo-Scientist Chemistry Paper III, 2021 to 2025 book, with every part of every paper.
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UPSC Combined Geo-Scientist (Main) Chemistry Paper III: Model Answers 2021 to 2025
- All ten questions of each paper, with the question printed above its answer
- Instruments drawn as labelled diagrams, numericals worked with units
- Topic-wise weightage and a topic-wise index
Covers13C NMR1H NMRmolecular symmetrypara-disubstituted benzenediaryl ketone
All parts of Question 10
- 10(a)(i) Anisole with dibromocarbene: ring expansion to a tropone5 marks
- 10(a)(ii) Benzophenone with aluminium isopropoxide at 250 °C5 marks
- 10(b) Structure from ¹H and ¹³C NMR: C₁₅H₁₄O5 marks
- 10(c) Band width and colour; ν(C=O) of acids and ketones5 marks
- 10(d)(i) Mass spectral fragmentation of an ester and a cyclohexene5 marks
- 10(d)(ii) Structure from IR, ¹H and ¹³C NMR: C₁₀H₉NO₂5 marks