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

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 $\ce{C11H14O2}$, with 5 degrees of unsaturation. The spectrum is as follows:

• 5H, singlet, 7.5 ppm
• 2H, singlet, 5.1 ppm
• 2H, triplet, 2.4 ppm
• 2H, quartet, (or sextet?) 1.8 ppm
• 3H, triplet, 1 ppm

I'm just looking for a hint on what a 5H singlet could be.

• Unlikely to be a singlet in the aromatic region- expand the spectrum and you will see overlapping signals – long Sep 8 '15 at 5:48
• @long If the coupling between the peaks is stronger than the CS difference, they coalesce and cannot be resolved, unless you go to significantly higher fields. – Karl Sep 4 '19 at 20:58