Indicate how ¹H NMR spectroscopy can be used to distinguish between the following sets of structures. A) The spin-spin splitting for the protons on the carbon next to the halogen will be different. B) The chemical shift of the resonance for the protons on the carbon attached to the chlorine atom will be shifted downfield relative to the protons on the carbon attached to the bromine atom. C) The chemical shift of the resonance for the protons on the carbon attached to the chlorine atom will be shifted upfield relative to the protons on the carbon attached to the bromine atom. D) The integration of the protons on the carbon next to the halogen will be different. E) None of the above.

Question

Quizplus · Accepted Answer

The difference in electronegativity between the chlorine and bromine atoms will affect the electron density around the adjacent carbons, leading to a difference in chemical shift for the protons attached to these carbons. The proton on the carbon attached to the chlorine will experience a greater deshielding effect, leading to a downfield shift relative to the proton on the carbon attached to the bromine atom. The spin-spin splitting and integration will not be affected by this difference in electronegativity.

Indicate How 1H NMR Spectroscopy Can Be Used to Distinguish

Indicate How ¹H NMR Spectroscopy Can Be Used to Distinguish