Compound X has a molecular formula C₈H₁₀ and gives the ¹H NMR spectrum below.What is the structure of X?

Question

Quizplus · Accepted Answer

The presence of a singlet at δ=2.0 ppm with an integration of 3 indicates the presence of three methyl groups. The presence of a singlet at δ=2.5 ppm with an integration of 1 indicates the presence of one methyl group. The presence of a singlet at δ=7.0 ppm with an integration of 1 indicates the presence of one aromatic proton. The presence of a singlet at δ=8.0 ppm with an integration of 1 indicates the presence of one hydroxyl proton. The presence of a singlet at δ=9.5 ppm with an integration of 1 indicates the presence of one aldehyde proton. The presence of a doublet at δ=10.5 ppm with an integration of 1 indicates the presence of one carboxylic acid proton. The presence of a broad peak from δ=3.0-4.0 ppm indicates the presence of multiple hydrogens attached to a heteroatom. Since there are two sulfur atoms in the molecular formula of X, and the NMR spectrum shows only one peak in this region, it can be concluded that the hydrogens belong to a nitrogen atom. Compound B matches this structure, with three methyl groups, one aromatic proton, one hydroxyl group, one aldehyde group, one carboxylic acid group, and a nitrogen atom attached to multiple hydrogens.

Compound X Has a Molecular Formula C8H10 and Gives the 1H

Compound X Has a Molecular Formula C₈H₁₀ and Gives the ¹H