Following are spectroscopic and other data for several compounds. Propose a structure for each of them. (a)

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Following are spectroscopic and other data for several compounds. Propose a structure for each of them. 

(a) Molecular formula = C6H4Br2. 1H NMR spectrum A. 13C NMR: 3 peaks. IR: v˜ = 745 (s, broad) cm-1. UV: λmax(ε) = 263(150), 270(250), and 278(180) nm. 

(b) Molecular formula 5 C7H7BrO. 1H NMR spectrum B. 13C NMR: 7 peaks. IR: v˜ = 765(s) and 680(s) cm-1

(c) Molecular formula = C9H11Br. 1H NMR spectrum C. 13C NMR: δ = 20.6 (CH3), 23.6 (CH3), 124.2 (Cquaternary), 129.0 (CH), 136.0 (Cquaternary), and 137.7 (Cquaternary) ppm.

1Η ΝMR 2 H 2 H TT 7.6 7.2 7.1 (CH3)4Si 1Η ΝMR 3 H 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0.0 300-MHz 'H NMR spectrum ppm (8) A 7.2 7.1 7.0 6.9 6.8 3 H (CH3)4Si 1 H 10.09.59.08.58.07.57.06.56.05.55.04.54.03.53.02.52.01.51.00.50.0

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Organic Chemistry structure and function

ISBN: 978-1429204941

6th edition

Authors: K. Peter C. Vollhardt, Neil E. Schore

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