An unknown compound X has the molecular formula C₆H₁₄O. Compound X shows a strong peak in its IR spectrum at 3000 cm^-1. The ¹H NMR spectral data of compound X is given below. What is the structure of compound X?

Question

Quizplus · Accepted Answer

The strong peak in the IR at 3000 cm-1 suggests the presence of an sp2 C-H bond. In the 1H NMR, there is a singlet at δ 7.5 ppm, which is characteristic of an aromatic proton. Additionally, there are four triplets between δ 2.2-2.6 ppm, which are characteristic of a 1,2,4-trisubstituted benzene. The coupling constants for these triplets (J = 7.2 Hz) suggest that the protons are ortho to each other. Therefore, the structure of the compound X is III, which is 3-phenylbenzoic acid.

An Unknown Compound X Has the Molecular Formula C6H14O

An Unknown Compound X Has the Molecular Formula C₆H₁₄O