[Rutherford]

How to solve this problem http://webspectra.chem.ucla.edu/cgi-bin/webspectra.cgi?Problem=jp3?

I could only conclude that the degree of unsaturation is 7, corresponding to naphthalene and that all C atoms are in a different environment. The C atom below 100 ppm is giving me headache. In the H NMR spectum, the 5.2 ppm shift could correspond to an -OH group. By zooming in the other signals I see additional 7 H atoms which would be 8 in total, but the compound consists of only 7 H atoms. I am confused.

[kriggy]

I think from the aromatic region in 1H NMR you can conclude that there is one aromatic ring with ortho substitution (the two doublets and two triplets are pretty clear sign (aprox at 7,15, 7,38, 7,65,  7,8). Then, if you are missing one proton, then the 5,2 signal corresponds to something else. How else can the oxygen be bound in the molecule if its not OH?

[Rutherford]

Is 5.2ppm produced by the C3 hydrogen on furan?