ORGANIC CHEMISTRY LL >BI<
ORGANIC CHEMISTRY LL >BI<
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ISBN: 9781260561609
Author: Carey
Publisher: MCG CUSTOM
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Chapter 19, Problem 32P
Interpretation Introduction

Interpretation:

The compounds A and B have to be identified on the basis of their 1H NMR spectrum.

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 depends upon the chemical environment around the hydrogen atom.

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Compounds A and B are isomers having the molecular formula C4H8O3. Identify A and B on the basis of their 1H NMR spectra.Compound A: δ 1.3 (3H, triplet); 3.6 (2H, quartet); 4.1 (2H, singlet); 11.1 (1H, broad singlet)Compound B: δ 2.6 (2H, triplet); 3.4 (3H, singlet); 3.7 (2H triplet); 11.3 (1H, broad singlet)
identify the compound with molecular formula C2H6O that gives this 1H NMR spectrum.
Compound B has molecular formula C9H12. It shows five signals in the 1H-NMR spectrum - a doublet of integral 6 at 1.22 ppm, a septet of integral 1 at 2.86 ppm, a singlet of integral 1 at 5.34 ppm, a doublet of integral 2 at 6.70 ppm, and a doublet of integral 2 at 7.03 ppm. The 13C-NMR spectrum of B shows six unique signals (23.9, 34.0, 115.7, 128.7, 148.9, and 157.4). Identify B and explain your reasoning.
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