Problem 2
The \(^{13} \mathrm{C}\) NMR spectrum of acetic acid (14.15) has signals at \(\delta 20.6\) and 178.1 ppm. Assign the spectrum.
Problem 3
The \(^{13} \mathrm{C}\) NMR spectrum of 2 -methylpropan- 2 -ol (14.16) has signals at \(\delta 31.2\) and 68.9 ppm. Suggest assignments for these signals. What other feature of the spectrum would confirm the assignments?
Problem 7
(a) What is the hybridization of each \(C\) atom in \(\mathrm{N} \equiv \mathrm{CCH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{C} \equiv \mathrm{N} ?(\mathrm{b})\) The \(^{13} \mathrm{C} \mathrm{NMR}\) spectrum of this compound exhibits signals at \(\delta 119.3,24.3\) and \(16.4 \mathrm{ppm} .\) Which signals can you unambiguously assign?
Problem 9
Predict the relative intensities and the coupling patterns of the signals in the \(^{1} \mathrm{H}\) NMR spectrum of 2-methylpropane (14.23).
Problem 11
The \(^{1} \mathrm{H}\) NMR spectrum of acetaldehyde (14.24) consists of signals at \(\delta 2.21\) and 9.79 ppm. (a) Assign the spectrum. (b) The inequivalent protons couple \((J 2.9 \mathrm{Hz}) .\) What will be the multiplicities of the signals?
Problem 14
The \(^{1} \mathrm{H}\) NMR spectrum of bromoethane, \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Br},\) consists of signals at \(\delta 1.7\) and 3.4 ppm. Assign the signals and predict their coupling patterns.
Problem 15
What would you expect to observe in the \(^{1} \mathrm{H}\) NMR spectrum of triethylamine (14.26)?
