Chapter 18, Problem 18.75SP

Interpretation Introduction

Interpretation:

The structure of compound X consistent with the given information is to be proposed and the formation of X is to be stated.

Concept introduction:

In the proton NMR spectrum of ketones and aldehydes, we primarily see proton is attached to the carbonyl group (aldehyde or ketone protons) and the proton is attached to the adjacent carbon atom. The chemical shift value between $\text{δ}\text{9}$ and $\text{δ}\text{10}$ indicates the presence of aldehyde proton in proton NMR spectrum of an aldehydes.

The chemical shift value between $\text{δ}2.1$ and $\text{δ}2.4$ indicates the presence of protons on the $\text{α}$ carbon atom of a ketone or aldehyde, if there are no other electron withdrawing groups nearby in the proton NMR spectrum of ketones and aldehydes.