Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 14, Problem 35P
Interpretation Introduction

Interpretation:

The structure for compound M, which has the molecular formula C9H12, is to be proposed.

Concept Introduction:

▸ In NMR spectroscopy, proton nuclear magnetic resonance (1HNMR) is used to find out the structure of molecules with the help of the 1H atom within the molecules.

▸ The splitting of the molecules is determined by the (n+1) peaks in an NMR resonance, in which n is the number of hydrogen atoms on the adjacent atom.

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A and B are isomeric dicarbonyl compounds of the molecular formula C5H&O2. The 'H NMR spectrum of A contains a singlet at 2.05 ppm and another singlet at 5.40 ppm. The 'H NMR spectrum of B contains three signals: a singlet at 2.3 ppm, a triplet at 1.10 ppm and a quartet at 2.70 ppm. Suggest structures for A and B and draw them in their respective boxes below. 1st attempt
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Compound A has molecular formula C5H10O. It shows three signals in the 1H-NMR spectrum - a doublet of integral 6 at 1.1 ppm, a singlet of integral 3 at 2.14 ppm, and a quintet of integral 1 at 2.58 ppm. Suggest a structure for A and explain your reasoning.

Chapter 14 Solutions

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