Chapter 16, Problem 16.13P

Interpretation Introduction

Interpretation:

The compound ${\text{CH}}_{\text{3}}\text{Br}$ or ${\text{CH}}_{\text{3}}\text{I}$ in which the proton chemical shift will be greater is to be identified and the reason is to be explained.

Concept introduction:

A proton’s absorption peak is shifted downfield (i.e., to higher chemical shift) by nearby electronegative atoms. This downfield shift occurs because electronegative atoms are inductively electron withdrawing, so they remove electron density from the nearby proton. The proton is said to be deshielded, resulting in a higher signal frequency, and thus, a larger chemical shift.