Chapter 13.10, Problem 13.16P

Interpretation Introduction

Interpretation: The imaginary replacement technique to show that protons ${\text{H}}_{\text{c}}\text{and}{\text{H}}_{\text{d}}$ in cyclobutanol are diastereotropic is to be stated.

Concept introduction: The chemical shift is defined as the difference in parts per million in the absorption spectrum of a particular proton from the absorption position of a reference proton. Tetramethylsilane is taken as the reference proton. Chemical shifts are measured in parts per million and it is a dimensionless quantity. Diastereotopic are stereoisomers, but not mirror images. Diastereotopic protons have different chemical shifts in all situations.

To determine: The imaginary replacement technique to show that protons ${\text{H}}_{\text{c}}\text{and}{\text{H}}_{\text{d}}$ in cyclobutanol are diastereotropic.