Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 13, Problem 13.31P
Interpretation Introduction

Interpretation:

The proton-decoupled 13C NMR spectrum of 3-heptanol and 4-heptanol is to be stated.

Concept introduction:

Many nuclei and electrons have spin, due to this spin magnetic moment arises. The energy of this magnetic moment depends on the orientation of the applied magnetic field. In NMR spectroscopy, every nucleus has a spin. There is an angular momentum related to the spin. The difference between its resonance frequency and that of the reference standard is known as the chemical shift of a nucleus. Tetramethylsilane (TMS) is taken as reference.

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(a) The 'H-NMR spectrum of cyclobutanone shows two signals - signal A at 3.00 ppm and signal B at 1.95 ppm. Give the multiplicity of each signal. cyclobutanone (b) When cyclobutanone is treated with D20 and NaOD, the only signal observable in the 1H-NMR is a singlet at 2.00 ppm. Explain why this is the case. [Note: Deuterium atoms do not display signals in the TH-NMR spectrum]
Combined Spectra 14.46 Identify the C3 H5 Br isomers on the basis of the following information: (a) Isomer A has the 'H NMR spectrum shown in 4 Figure 14.49. (b) Isomer B has three peaks in its 13C NMR spectrum: 8 32.6 (CH2 ); 118.8 (CH2 ); and 134.2 (CH). (c) Isomer C has two peaks in its 1°C NMR spectrum: 8 12.0 (CH2) and 16.8 (CH). The peak at lower field is only half as intense as the one at higher field. 10 9. 8 7 6. 5 4 3 2 1 Chemical shift (8, ppm)
Cc.18.
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NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY