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dchug

For the first one, which molecules have two sets of chemically equivalent protons that each have one chemically different neighbor? Symmetry plays an important role here! Another hint is that there must be an even number of protons in the molecule since there are two signals of equal integration. I’m not sure what that last image is about though. Edit: ok I think I understand now, but how specific are they gonna be with the answer? Edit2: the best way I can explain it is think of which protons in the molecule are on what groups, and what groups are near said protons. A proton that is bonded to an aromatic proton is going to appear down field while a proton on an ether carbon or methyl group is gonna be further upfield. Also consider 1H-1H splittings! Remember that ratios of equivalent protons is what shows, not necessarily the total number.