Solution Found!
Draw the structure of the compound with molecular formula
Chapter 23, Problem 23.83(choose chapter or problem)
Draw the structure of the compound with molecular formula C6H15N that exhibits the following 1 H NMR and 13C NMR spectra: Proton NMR Carbon NMR 2 3 45.8 Chemical Shift (ppm) Chemical Shift (ppm) 3.0 2.8 2.6 2.22.4 2.0 1.8 1.6 1.4 1.2 1.0 0.8 0.6 0.4 70 60 50 40 30 20 10 0 11.3
Questions & Answers
QUESTION:
Draw the structure of the compound with molecular formula C6H15N that exhibits the following 1 H NMR and 13C NMR spectra: Proton NMR Carbon NMR 2 3 45.8 Chemical Shift (ppm) Chemical Shift (ppm) 3.0 2.8 2.6 2.22.4 2.0 1.8 1.6 1.4 1.2 1.0 0.8 0.6 0.4 70 60 50 40 30 20 10 0 11.3
ANSWER:Step 1 of 2
This exercise asks us to decipher the identity of an unknown compound. We're told that it has the molecular formula \(\mathrm{C}_{6} \mathrm{H}_{15} \mathrm{~N}\) and that it exhibits the displayed \({ }^{1} \mathrm{H}\) NMR and \({ }^{13} \mathrm{C}\) NMR spectra.
The \({ }^{1} \mathrm{H}\) NMR contains a quartet at \(2.4 \mathrm{ppm}\) worth 6 hydrogens, and a triplet at \(0.9 \mathrm{ppm}\) worth 9 hydrogens. The \({ }^{13} \mathrm{C}\) NMR has a peak at \(45.8 \mathrm{ppm}\) and one more at \(11.3 \mathrm{ppm}\).
First, note that the molecular formula indicates a hydrogen deficiency index (HDI) of zero. We don't expect any rings or double bonds to be present in this molecule.