Determine the structure of the organic molecule which has a molecular formula C10H14 and produces this data: ¹H NMR (CDC13): 8 7.1 (m, 5H), 2.5 (m, 1H), 1.6 (m, 2H), 1.22 (d, 3H), 0.81 (t, 3H)13C NMR (CDC13): 8 148.4 (C), 129.3 (CH), 127.9 (CH), 126.1 (CH), 42.3 (CH), 31.7 (CH2),22.2 (CH3), 12.2 (CH3)MS: m/z 134 (M¹, 20), 119 (8), 105 (100), 77 (10)

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¹H NMR (CDC13): 8 7.1 (m, 5H), 2.5 (m, 1H), 1.6 (m, 2H), 1.22 (d, 3H), 0.81 (t, 3H) 13C NMR (CDC13): 8 148.4 (C), 129.3 (CH), 127.9 (CH), 126.1 (CH), 42.3 (CH), 31.7 (CH₂), 22.2 (CH3), 12.2 (CH3) MS: m/z 134 (M, 20), 119 (8), 105 (100), 77 (10)

¹H NMR (CDC13): 8 7.1 (m, 5H), 2.5 (m, 1H), 1.6 (m, 2H), 1.22 (d, 3H), 0.81 (t, 3H) 13C NMR (CDC13): 8 148.4 (C), 129.3 (CH), 127.9 (CH), 126.1 (CH), 42.3 (CH), 31.7 (CH₂), 22.2 (CH3), 12.2 (CH3) MS: m/z 134 (M, 20), 119 (8), 105 (100), 77 (10)

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter21: Benzene And The Concept Of Aromaticity

Section: Chapter Questions

Problem 21.28P: Propose a structural formula for the analgesic phenacetin, molecular formula C10H13NO2, based on its...

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Concept explainers

NMR Spectroscopy

NMR stands for Nuclear Magnetic Resonance in which the study of different molecules is done based on the interaction of radiofrequency electromagnetic radiations with the nuclei of molecules placed in a strong magnetic field. A precise study of spectra of visible light and all bands of electromagnetic radiation is called spectroscopy.

Question

Determine the structure of the organic molecule which has a molecular formula C10H14 and produces this data:

¹H NMR (CDC13): 8 7.1 (m, 5H), 2.5 (m, 1H), 1.6 (m, 2H), 1.22 (d, 3H), 0.81 (t, 3H)
13C NMR (CDC13): 8 148.4 (C), 129.3 (CH), 127.9 (CH), 126.1 (CH), 42.3 (CH), 31.7 (CH2),
22.2 (CH3), 12.2 (CH3)
MS: m/z 134 (M¹, 20), 119 (8), 105 (100), 77 (10)

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