A compound with the molecular formula C₁₀H₁₃Cl gave the following ¹H NMR spectrum: singlet,$\delta$ 1.6 Singlet,$\delta$ 3.1 Multiplet,$\delta$ 7.2 (5H) The most likely structure for the compound is:

Question

Quizplus · Accepted Answer

The NMR spectrum shows three signals, indicating that there are three different types of protons in the molecule. The singlet at 1.6 ppm is likely due to the proton on the –CH3 group. The singlet at 3.1 ppm is likely due to the proton on the –OH group. The multiplet at 7.2 ppm with five hydrogens is likely due to the protons on the aromatic ring. The molecular formula of the compound suggests that there are three sulfur atoms, one chlorine atom, one boron atom, and one carbon atom. This can be achieved by a structure with one thiophene ring, one chlorobenzene ring, one phenyl ring, and a CH3 and an OH group attached to the thiophene ring. Among the given structures, only structure II matches this condition.

A Compound with the Molecular Formula C10H13Cl Gave the Following δ\deltaδ

A Compound with the Molecular Formula C₁₀H₁₃Cl Gave the Following $\delta$