Question 21.66: Deduce the structure of the following compound based on the ......

The “extra” oxygen atom in the molecular formula could indicate an alcohol or an ether group and an ester. The doublets of intensity 2H at 6.9 and 7.9 ppm are due to two sets of equivalent protons on a benzene ring. The triplet of intensity 3H at 1.15 ppm indicates a methyl group split by a neighboring methylene group. The triplet of intensity 2H at 4.25 ppm indicates a methylene group split by a neighboring methyl group and bonded to an oxygen atom. The singlet of intensity 3H at 3.84 ppm is due to a methyl group with no neighboring hydrogens. The compound is ethyl p-methoxyoxybenzoate.