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John
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What kind of structure could give you a HNMR spectrum consisting of a singlet integrating to 5 protons?

I'm wracking my brains for this and I can't seem to think of any possible structures. Should note that this is homework, and a clean spectrum was given to me with the integrations filled in. I just need to assign peaks.

I just don't see how it's possible to have a singlet integrate to 5 protons. I've considered symmetry, but still, 2 or 3 way symmetry wouldn't give me anything.

The chemical formula is C11H14O2, with 5 degrees of unsaturation. The spectrum is as follows: 5H, singlet, 7.5ppm 2H singlet, 5.1ppm 2H triplet 2.4ppm 2H quartet 1.8ppm 3H triplet 1ppm

Of course I don't want you to do my homework for me. I'm just looking for a hint on what a 5H singlet could be.

John
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