The standard ¹³C NMR spectrum of phenyl propanoate is shown here. Predict the appearance of the DEPT-90 and DEPT-135 spectra.
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Draw the ¹³C NMR spectrum you would expect to see for each of the molecules shown.

(c)

How might you use ¹³C NMR spectroscopy to differentiate between the possible ortho, meta, and para products of the electrophilic aromatic substitution reaction shown?

Sketch the following spectra that would be obtained for 2-chloroethanol:

e. The four parts of a DEPT ¹³C NMR spectrum.

Identify the compound with molecular formula C₆H₁₀O that gives the following DEPT ¹³C NMR spectrum:

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Different types of protons and carbons in alkanes tend to absorb at similar chemical shifts, making structure determination difficult. Explain how the ¹³C NMR spectrum, including the DEPT technique, would allow you to distinguish among the following four isomers.

How many signals would you expect to see in the 13C NMR of the following compounds? In each case, show which carbon atoms are equivalent in the ¹³C NMR.