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Old Feb 20th 2017, 11:56 AM   #1
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Question Unsolvable H-NMR flavour mystery Compound

Dear all,

I have an unknown ester with the chemical formula C9H10O2 that is used as a flavoring agent in candies. It exhibits the following H-NMR and C-NMR (Attached file: Unknown Ester NMR)

Based on the NMR spectrum I believe the unknown is benzyl acetate , as the C-NMR and the first two peaks of H-NMR are identical to the unknown NMR (Attached file: benzyl acetate NMR).

However, I don't know why the unknown's H-NMR is splitting aromatic protons at 7.4 and 7.5 ppm, while the aromatic protons for benzyl acetate are integrated in a single peak (H=5). Is this just due to the sensitivity of the prediction algorithm (I am using Chembiodraw)? Or benzyl acetate is not the unknown?

Your help is greatly appreciated
Attached Images
File Type: jpg Unknown Ester NMR.jpg (71.9 KB, 1 views)
File Type: jpg benzyl acetate NMR.jpg (72.1 KB, 2 views)
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benzyl acetate, c-nmr, ester, flavor, h-nmr

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