The molecular formulas and 13C NMR data (in ppm) for several compounds are given here. The type

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The molecular formulas and 13C NMR data (in ppm) for several compounds are given here. The type of carbon, as revealed from DEPT spectra, is specified in each case. Deduce a structure for each compound,
(a) C4H6: 30.2 (CH2), 136.0 (CH);
(b) C4H6O: 18.2 (CH3). 134.9 (CH), 153.7 (CH), 193.4 (CH3);
(c) C4H8: 13.6 (CH3), 25.8 (CH2), 112.1 (CH2), 139.0 (CH);
(d) C5H10O: 17.6 (CH3), 25.4(CH3), 58.8 (CH2), 125.7 (CH), 133.7 (Cquatemary);
(e) C5H8: 15.8 (CH2), 31.1 (CH2), 103.9 (CH2), 149.2 (Cqualemary);
(f) C7H10: 25.2 (CH2), 41.9 (CH), 48.5 (CH2), 135.2 (CH).
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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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