The H NMR, 13C NMR and mass spectra of an unknown compound provide the following information: Proton NMR signals: Triplet at 1.3 ppm, ratio = 3 Multiplet at 1.9 ppm, ratio = 2 Triplet at 2.8 ppm, ratio = 2 Doublet at 7.1, ratio = 2 Doublet at 7.4, ratio = 2 Carbon NMR signals: 7 separate signals indicating the presence of 9 carbon atoms Mass spectrum: M+ = 198; M+2% D 200; ratio 1:1 What is this unknown compound? 2-Bromo-1-methylbenzene O 1-Propylbenzene O 2,4,6-Trichloro-1-ethylbenzene 4-Bromo-1-propylbenzene O 1-Amino-4-bromobenzene

The H NMR, 13C NMR and mass spectra of an unknown compound provide the following information: Proton NMR signals: Triplet at 1.3 ppm, ratio = 3 Multiplet at 1.9 ppm, ratio = 2 Triplet at 2.8 ppm, ratio = 2 Doublet at 7.1, ratio = 2 Doublet at 7.4, ratio = 2 Carbon NMR signals: 7 separate signals indicating the presence of 9 carbon atoms Mass spectrum: M+ = 198; M+2% D 200; ratio 1:1 What is this unknown compound? 2-Bromo-1-methylbenzene O 1-Propylbenzene O 2,4,6-Trichloro-1-ethylbenzene 4-Bromo-1-propylbenzene O 1-Amino-4-bromobenzene

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 59GP: The mass spectrum and 13C NMR spectrum of a hydrocarbon are shown. Propose a structure for this...

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