CAREY: ORGANIC CHEMISTRY
CAREY: ORGANIC CHEMISTRY
10th Edition
ISBN: 9781260364002
Author: VALUE EDITION
Publisher: MCG CUSTOM
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Chapter 18, Problem 48P
Interpretation Introduction

Interpretation:

The structure of the isomeric diketones on the basis of the given molecular formula (C6H10O2) and their 1H NMR spectrum data is to be identified.

Concept introduction:

Spectroscopy method is used to identify the structure of the molecule. It is based on the interactions between matter and electromagnetic radiations.

Proton NMR spectroscopy identifies the number of hydrogen atoms present in a molecule and the nature of the functional group.

The value of chemical peaks in NMR depends upon the chemical environment around the hydrogen atom.

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The 1H-NMR spectrum of compound R, C6H14O, consists of two signals: d 1.1 (doublet) and d 3.6 (septet) in the ratio 6:1. Propose a structural formula for compound R consistent with this information
Compound 1 has molecular formula C7H16. It shows three signals in the 1H-NMR spectrum, one at 0.85 ppm, one at 1.02 ppm, and one at 1.62 ppm. The relative integrals of these three signals are 6, 1, and 1, respectively. Compound 2 has molecular formula C7H14. It shows three signals in the 1H-NMR spectrum, one at 0.98 ppm, one at 1.36 ppm, and one at 1.55 ppm. The relative integrals of these three signals are 3, 2, and 2, respectively. Propose structures for compounds 1 and 2, explaining how you reach your conclusion.
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Chapter 18 Solutions

CAREY: ORGANIC CHEMISTRY

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