Compound A: C5H12O Vmax ¹H NMR 13C NMR Compound B: C6H11 NO Vmax ¹H NMR 3330s, 2950s cm-1 8 0.95 (6H, d, J 6.8 Hz) 1.49 (2H, q, J 6.8 Hz) 1.75 (1H, nonet, J 6.8 Hz) 3.57 (2H, t, J 6.8 Hz) 4.27* (1H, br s) [*Signal disappears on the addition of D₂O] 8 22.7, 27.8, 41.8, 61.0 13C NMR 2960s, 1660s, 1630m cm-1 8 1.90 (3H, dd, J 7.1 and 1.6 Hz) 2.70 (3H, s) 2.75 (3H, s) 6.42 (1H, dq, J 15.8 and 1.6 Hz) 6.75 (1H, dq, J 15.8 and 7.1 Hz) 8 18.8, 37.9, 39.2, 123.0, 141.5, 169.0

Compound A: C5H12O Vmax ¹H NMR 13C NMR Compound B: C6H11 NO Vmax ¹H NMR 3330s, 2950s cm-1 8 0.95 (6H, d, J 6.8 Hz) 1.49 (2H, q, J 6.8 Hz) 1.75 (1H, nonet, J 6.8 Hz) 3.57 (2H, t, J 6.8 Hz) 4.27* (1H, br s) [*Signal disappears on the addition of D₂O] 8 22.7, 27.8, 41.8, 61.0 13C NMR 2960s, 1660s, 1630m cm-1 8 1.90 (3H, dd, J 7.1 and 1.6 Hz) 2.70 (3H, s) 2.75 (3H, s) 6.42 (1H, dq, J 15.8 and 1.6 Hz) 6.75 (1H, dq, J 15.8 and 7.1 Hz) 8 18.8, 37.9, 39.2, 123.0, 141.5, 169.0

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy

Section13.SE: Something Extra

Problem 32AP

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