How would you use
1H NMR spectroscopy to distinguish between the following compounds?
◦ The protons bonded to the aromatic ring will all have the same chemical shift in the spectrum of compound I but will differ in the spectrum of compound II.
◦ The entire spectrum of compound I will be shifted downfield from the spectrum of compound II.
◦ The compounds will have different numbers of signals.
◦ The spectra will be identical, so the compounds cannot be distinguished based solely on their NMR spectra.
◦ The proton bonded to C bonded to 2 CH
3 to the right will be farther downfield in the spectrum of compound I versus the spectrum of compound II.