ACS Spectroscopy Question

[cmills66]

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Hey guys, I was going through the ACS organic chemistry (spectroscopy) practice questions and I ran into one I just couldnt rationalize. It is question 14 and it asks to match the H nmr to the correct molecule. The H nmr shows 3 singlet peaks (at 2, 5, and 7) and it says it corresponds to benzyl ethanoate. Are all the H's on the benzene ring equivalent or something? I thought that on benzyl ethanoate there should be 5 distinct peaks?

Thanks guys.

 

[UCB05]

Hey guys, I was going through the ACS organic chemistry (spectroscopy) practice questions and I ran into one I just couldnt rationalize. It is question 14 and it asks to match the H nmr to the correct molecule. The H nmr shows 3 singlet peaks (at 2, 5, and 7) and it says it corresponds to benzyl ethanoate. Are all the H's on the benzene ring equivalent or something? I thought that on benzyl ethanoate there should be 5 distinct peaks?

Thanks guys.

Generally, alkyl substituents do not have an appreciable effect on benzyl hydrogen deshielding, so all of them show up as a single peak @7