Question

9. (a) Identify the major signals and the corresponding bond types present in the compound having the following IR spectrum; Molecular formula CizH17NO2 (3 pts) 2.5 J00 3.5 4.5 5.5 6 7 8 9 10 11 12 13 14 15 16 80 60 40 20 ol 4000 2500 1400 1200 3500 3000 2000 1800 1600 wavenumber (cm 1000 800 600 (b) The 'H-NMR shown below is that of the same compound with the IR spectrum shown in (a). Determine its structure and explain your answer. зн, 5 2H, t зн,t 2H, d 2H, q 2H, t 2H, d 1H, brs 0 2 6 PPM 10 12 Structure (3 pts)

Answer 1

DBE 12 t 13-835 12 ON H nprend baad heae TR shour may have pheng 3400-36odcm exchoneenbe -o Her N around may be Caymg steten at amid or oed 1700 cm may be CH2 CH2 d3.5 2,9 S2.6 2M,t S2-&2M t CH, CH, 2.73H Gnmahe peans 2H, d 6enzon aYe ;2 H,d 4 a'subshted (2na) nbrs (ane) C."382-7A) OH MT

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