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Solution: Propose a structure for a compound with molecular
Chapter 14, Problem 14.53(choose chapter or problem)
Propose a structure for a compound with molecular formula C8H18O that exhibits the following 1 H NMR and 13C NMR spectra: 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 Proton NMR Carbon NMR 3 2 2 2 70 60 50 40 30 20 10 0 Chemical shift (ppm) Chemical shift (ppm)
Questions & Answers
QUESTION:
Propose a structure for a compound with molecular formula C8H18O that exhibits the following 1 H NMR and 13C NMR spectra: 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 Proton NMR Carbon NMR 3 2 2 2 70 60 50 40 30 20 10 0 Chemical shift (ppm) Chemical shift (ppm)
ANSWER:Step 1 of 3
This exercise shows us both spectrum as well as spectrum and tells us that they originate from a compound with molecular formula C8H8O. We're asked to determine the structure of the compound that's giving rise to the displayed spectra.
First, examine the spectrum. The total integration number is 9; we know there are 18 protons present in the molecule, so we'll need to multiply each signal's integration by 2 in order to obtain the true number of protons that the signal represents. There are four signals in .