A compound with molecular formula C7H140 exhibits the following 13C NMR spectra: Broadband-decoupled 220 200 180 160 140 120 100 80 60 40 20 0 DEPT-90 220 200 180 160 140 120 100 80 60 40 20 0 DEPT-135 220 200 180 160 140 120 100 80 60 40 20 0 Chemical Shift (ppm) Several structures are consistent with these spectra. To determine which structure is correct, a 'H NMR spectrum was acquired which exhibits six signals. One of those signals is a singlet at 1.9 ppm with an integration of 3, and another of the signals is a doublet at 0.9 ppm with an integration of 6. Using this information, identify the correct structure of the compound.

A compound with molecular formula C7H140 exhibits the following 13C NMR spectra: Broadband-decoupled 220 200 180 160 140 120 100 80 60 40 20 0 DEPT-90 220 200 180 160 140 120 100 80 60 40 20 0 DEPT-135 220 200 180 160 140 120 100 80 60 40 20 0 Chemical Shift (ppm) Several structures are consistent with these spectra. To determine which structure is correct, a 'H NMR spectrum was acquired which exhibits six signals. One of those signals is a singlet at 1.9 ppm with an integration of 3, and another of the signals is a doublet at 0.9 ppm with an integration of 6. Using this information, identify the correct structure of the compound.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy

Section13.8: More Complex Spin–spin Splitting Patterns

Problem 15P: 3-Bromo-1-phenyl-1-propene shows a complex NMR spectrum in which the vinylic proton at C2 is coupled...

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