Organic Chemistry, Books a la Carte Edition (8th Edition)
Organic Chemistry, Books a la Carte Edition (8th Edition)
8th Edition
ISBN: 9780134074580
Author: Bruice, Paula Yurkanis
Publisher: PEARSON
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Chapter 14, Problem 55P

(a)

Interpretation Introduction

Interpretation:

Compounds from the 1H NMR data and the given molecular formula has to be identified.

Concept introduction:

The 1H NMR spectrum of a compound provides some vital information that is required to predict the structure of the compound.  The chemical shift values can predict the groups that are present in the molecule.

The splitting of signals predicts the number of hydrogens or protons attached to the adjacent carbon in a carbon chain of a compound.  The single signal is split into multiple peaks called the multiplicity of the signal.  Splitting of signals is done according to the (N+1) rule.  N is the number of adjacent non-equivalent protons.

According to the (N+1) rule, for a proton-coupled with N adjacent non-equivalent protons, the signal split into (N+1) peak.  The splitting is mutual. With this information, the structure of the compound can be predicted.

(b)

Interpretation Introduction

Interpretation:

Compounds from the 1H NMR data and the given molecular formula has to be identified.

Concept introduction:

The 1H NMR spectrum of a compound provides some vital information that is required to predict the structure of the compound.  The chemical shift values can predict the groups that are present in the molecule.

The splitting of signals predicts the number of hydrogens or protons attached to the adjacent carbon in a carbon chain of a compound.  The single signal is split into multiple peaks called the multiplicity of the signal.  Splitting of signals is done according to the (N+1) rule.  N is the number of adjacent non-equivalent protons.

According to the (N+1) rule, for a proton-coupled with N adjacent non-equivalent protons, the signal split into (N+1) peak. The splitting is mutual.  With this information, the structure of the compound can be predicted.

(c)

Interpretation Introduction

Interpretation:

Compounds from the 1H NMR data and the given molecular formula has to be identified.

Concept introduction:

The 1H NMR spectrum of a compound provides some vital information that is required to predict the structure of the compound.  The chemical shift values can predict the groups that are present in the molecule.

The splitting of signals predicts the number of hydrogens or protons attached to the adjacent carbon in a carbon chain of a compound.  The single signal is split into multiple peaks called the multiplicity of the signal.  Splitting of signals is done according to the (N+1) rule.  N is the number of adjacent non-equivalent protons.

According to the (N+1) rule, for a proton-coupled with N adjacent non-equivalent protons, the signal split into (N+1) peak.  The splitting is mutual. With this information, the structure of the compound can be predicted.

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Chapter 14 Solutions

Organic Chemistry, Books a la Carte Edition (8th Edition)

Ch. 14.6 - Prob. 11PCh. 14.7 - Prob. 12PCh. 14.7 - Prob. 13PCh. 14.7 - Without referring to Table 14.1, label the proton...Ch. 14.8 - [18]-Annulene shows two signals in its 1H NMR...Ch. 14.9 - How would integration distinguish the 1H NMR...Ch. 14.9 - Which of the following compounds is responsible...Ch. 14.10 - Prob. 19PCh. 14.10 - Explain how the following compounds, each with the...Ch. 14.10 - The 1H NMR spectra of two carboxylic acids with...Ch. 14.11 - Draw a diagram like the one shown in Figure 14.12...Ch. 14.12 - Indicate the number of signals and the...Ch. 14.12 - Explain the relative chemical shifts of the...Ch. 14.12 - How can their 1H NMR spectra distinguish the...Ch. 14.12 - Identify each compound from its molecular formula...Ch. 14.12 - Predict the splitting patterns for the signals...Ch. 14.12 - Describe the 1H NMR spectrum you would expect for...Ch. 14.12 - Propose structures that are consistent with the...Ch. 14.13 - Prob. 30PCh. 14.13 - Identify the compound with molecular formula...Ch. 14.14 - Prob. 32PCh. 14.15 - a. For the following compounds, which pairs of...Ch. 14.15 - How would the 1H NMR spectra for the four...Ch. 14.17 - Explain why the chemical shift of the OH proton of...Ch. 14.17 - Prob. 38PCh. 14.17 - Prob. 39PCh. 14.17 - Prob. 40PCh. 14.20 - Answer the following questions for each compound:...Ch. 14.20 - Prob. 42PCh. 14.20 - How can 1,2-, 1,3-, and 1,4-dinitrobenzene be...Ch. 14.20 - Identify each compound below from its molecular...Ch. 14.22 - Prob. 45PCh. 14.22 - What does cross peak X in Figure 14.34 tell you?Ch. 14 - Prob. 47PCh. 14 - Draw a spitting diagram for the Hb proton and give...Ch. 14 - Label each set of chemically equivalent protons,...Ch. 14 - Determine the ratios of the chemically...Ch. 14 - How can 1H NMR distinguish between the compounds...Ch. 14 - Prob. 52PCh. 14 - Match each of the 1H NMR spectra with one of the...Ch. 14 - The 1H NMR spectra of three isomers with molecular...Ch. 14 - Prob. 55PCh. 14 - Prob. 56PCh. 14 - Compound A, with molecular formula C4H9Cl, shows...Ch. 14 - Would it be better to use 1H NMR or 13C NMR...Ch. 14 - There are four esters with molecular formula...Ch. 14 - Identify the compound with molecular formula C6H14...Ch. 14 - An alkyl halide reacts with an alkoxide ion to...Ch. 14 - The 1H NMR spectra of three isomers with molecular...Ch. 14 - Identity each of the following compounds from its...Ch. 14 - Identity each of the following compounds from its...Ch. 14 - Prob. 65PCh. 14 - How can the signals in the 6.5 to 8.1 ppm region...Ch. 14 - The 1H NMR spectra of two compounds, each with...Ch. 14 - Draw a splitting diagram for the Hb proton if Jbc...Ch. 14 - Sketch the following spectra that would be...Ch. 14 - How can 1H NMR be used to prove that the addition...Ch. 14 - Identity each of the following compounds from its...Ch. 14 - Dr. N. M. Arr was called in to help analyze the 1H...Ch. 14 - Calculate the amount of energy (in calories)...Ch. 14 - The following 1H NMR spectra are four compounds,...Ch. 14 - When compound A (C5H12O) is treated with HBr, it...Ch. 14 - Identity the compound with molecular formula...Ch. 14 - Identity each of the following compounds from its...Ch. 14 - Prob. 78PCh. 14 - Identify each of the following compounds from its...
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