Locate every chiral carbon atom in the structures above. Put an asterisk (*) beside each chiral carbon atom.
Fig. 8.1 shows the proton ($^1\text{H}$) NMR spectrum of one of the five isomers, P, Q, R, S or T. Identify which compound produces this spectrum. Draw the displayed formula of the identified compound. On the structure you have drawn, identify the protons that give the peaks at $\delta = 3.7$, $\delta = 2.5$ and $\delta = 1.0$.
Name the splitting pattern of the peak at $\delta = 3.7$. Explain why it has that pattern.
From the letters P, Q, R, S and T, choose the two compounds that each show a doublet peak in the proton ($^1\text{H}$) NMR spectrum.
From the letters P, Q, R, S and T, choose the compound that has only three peaks in its proton ($^1\text{H}$) NMR spectrum.
Suggest a suitable solvent to use when obtaining the spectrum shown in Fig. 8.1.
The proton ($^1\text{H}$) NMR spectrum of compound T is compared with and without $\text{D}_2\text{O}$. Describe any difference between the two spectra. Explain your answer.
Complete Table 8.1 to state the number of peaks in the carbon-13 NMR spectrum of each compound.