Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 10, Problem 69P

(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 10 Solutions

Essential Organic Chemistry (3rd Edition)

Ch. 10.6 - Identify the ketone responsible for the mass...Ch. 10.6 - Prob. 13PCh. 10.8 - Prob. 14PCh. 10.8 - Prob. 15PCh. 10.12 - Which will occur at a larger wavenumber: a. a C :...Ch. 10.13 - Which will occur at a larger wavenumber: a. the C...Ch. 10.13 - Prob. 18PCh. 10.13 - Prob. 19PCh. 10.13 - Which will show an O 8 H stretch at a larger...Ch. 10.14 - Prob. 21PCh. 10.14 - Prob. 22PCh. 10.15 - Prob. 23PCh. 10.15 - Prob. 24PCh. 10.17 - Prob. 25PCh. 10.18 - Prob. 26PCh. 10.18 - Prob. 27PCh. 10.19 - Prob. 28PCh. 10.19 - Prob. 29PCh. 10.22 - How many signals would you expect to see in the 1H...Ch. 10.22 - Prob. 31PCh. 10.22 - Prob. 32PCh. 10.23 - Where would you expect to find the 1H NMR signal...Ch. 10.24 - Prob. 34PCh. 10.25 - Prob. 35PCh. 10.25 - Prob. 36PCh. 10.25 - Prob. 37PCh. 10.26 - Prob. 38PCh. 10.26 - Which of the following compounds is responsible...Ch. 10.27 - Prob. 40PCh. 10.27 - Prob. 41PCh. 10.27 - The 1H NMR spectra of two carboxylic acids with...Ch. 10.28 - Prob. 43PCh. 10.28 - Prob. 44PCh. 10.28 - Prob. 45PCh. 10.28 - Describe the 1H NMR spectrum you would expect for...Ch. 10.28 - Identify the compound with molecular formula...Ch. 10.29 - Prob. 48PCh. 10.29 - Prob. 49PCh. 10.29 - Identify the compound with a molecular formula of...Ch. 10 - In the mass spectrum of the following compounds,...Ch. 10 - For each of the following pairs of compounds,...Ch. 10 - Draw the structure of a saturated hydrocarbon that...Ch. 10 - Prob. 54PCh. 10 - Prob. 55PCh. 10 - How could you use UV spectroscopy to distinguish...Ch. 10 - Prob. 57PCh. 10 - Predict the relative intensities of the molecular...Ch. 10 - Prob. 59PCh. 10 - List the following compounds in order from highest...Ch. 10 - How can 1H NMR be used to prove that the addition...Ch. 10 - There are four esters with molecular formula...Ch. 10 - Prob. 63PCh. 10 - Prob. 64PCh. 10 - Each of the IR spectra presented here is...Ch. 10 - Prob. 66PCh. 10 - Five compounds are shown for each of the following...Ch. 10 - Prob. 68PCh. 10 - Prob. 69PCh. 10 - Phenolphthalein is an acidbase indicator. In...Ch. 10 - Which one of the following five compounds produced...Ch. 10 - Prob. 72PCh. 10 - Prob. 73PCh. 10 - Prob. 74PCh. 10 - How could 1H NMR distinguish between the compounds...Ch. 10 - Prob. 76PCh. 10 - Prob. 77PCh. 10 - The 1H NMR spectra of three isomers with molecular...Ch. 10 - The 1H NMR spectra of three isomers with molecular...Ch. 10 - Identify the following compounds. (Relative...Ch. 10 - An alkyl halide reacts with an alkoxide ion to...Ch. 10 - Determine the structure of a compound with...
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