EBK ESSENTIAL ORGANIC CHEMISTRY
EBK ESSENTIAL ORGANIC CHEMISTRY
3rd Edition
ISBN: 8220100659461
Author: Bruice
Publisher: PEARSON
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Chapter 10, Problem 66P

(a.1)

Interpretation Introduction

Interpretation:

Number of signals expected in each of the following compounds in 1HNMR spectrum has to be determined.

Concept introduction:

The number of signals in 1HNMR is equal to the number of chemically non-equivalent protons.  The protons in the different chemical environment are called chemically non-equilvalent protons and the protons in the same chemical environment are called chemically equivalent protons.

For each set of chemically equivalent protons, there will be one signal. For example, the 1HNMR spectrum of ethanol (CH3aCH2bOHc) will show 3 signals because there are 3 sets of chemically equivalent protons labelled as a, b and c.

(a.2)

Interpretation Introduction

Interpretation:

Number of signals expected in each of the following compounds in 1HNMR spectrum has to be explained.

Concept introduction:

The number of signals in 1HNMR is equal to the number of chemically non-equivalent protons. The protons in the different chemical environment are called chemically non-equilvalent protons and the protons in the same chemical environment are called chemically equivalent protons.

For each set of chemically equivalent protons, there will be one signal. For example, the 1HNMR spectrum of ethanol (CH3aCH2bOHc) will show 3 signals because there are 3 sets of chemically equivalent protons labelled as a, b and c.

(a.3)

Interpretation Introduction

Interpretation:

Number of signals expected in each of the following compounds in 1HNMR spectrum has to be explained.

Concept introduction:

The number of signals in 1HNMR is equal to the number of chemically non-equivalent protons. The protons in the different chemical environment are called chemically non-equilvalent protons and the protons in the same chemical environment are called chemically equivalent protons.

For each set of chemically equivalent protons, there will be one signal. For example, the 1HNMR spectrum of ethanol (CH3aCH2bOHc) will show 3 signals because there are 3 sets of chemically equivalent protons labelled as a, b and c.

(a.4)

Interpretation Introduction

Interpretation:

Number of signals expected in each of the following compounds in 1HNMR spectrum has to be explained.

Concept introduction:

The number of signals in 1HNMR is equal to the number of chemically non-equivalent protons. The protons in the different chemical environment are called chemically non-equilvalent protons and the protons in the same chemical environment are called chemically equivalent protons.

For each set of chemically equivalent protons, there will be one signal. For example, the 1HNMR spectrum of ethanol (CH3aCH2bOHc) will show 3 signals because there are 3 sets of chemically equivalent protons labelled as a, b and c.

(b.1)

Interpretation Introduction

Interpretation:

Number of signals expected in each of the following compounds in 13C NMR spectrum has to be determined.

Concept introduction:

The signals in the spectrum of a compound are proportional to the number of carbons that are present in the different environment within the molecule.  The carbon which is present in the electron-rich environment shows a signal at a lower frequency and vice-versa.  Therefore, the carbons that are present nearest to the electron-withdrawing groups produce a high-frequency signal.

(b.2)

Interpretation Introduction

Interpretation:

Number of signals expected in each of the following compounds in 13C NMR spectrum has to be determined.

Concept introduction:

The signals in the spectrum of a compound are proportional to the number of carbons that are present in the different environment within the molecule.  The carbon which is present in the electron-rich environment shows a signal at a lower frequency and vice-versa.  Therefore, the carbons that are present nearest to the electron-withdrawing groups produce a high-frequency signal.

(b.3)

Interpretation Introduction

Interpretation:

Number of signals expected in each of the following compounds in 13C NMR spectrum has to be determined.

Concept introduction:

The signals in the spectrum of a compound are proportional to the number of carbons that are present in the different environment within the molecule.  The carbon which is present in the electron-rich environment shows a signal at a lower frequency and vice-versa.  Therefore, the carbons that are present nearest to the electron-withdrawing groups produce a high-frequency signal.

(b.4)

Interpretation Introduction

Interpretation:

Number of signals expected in each of the following compounds in 13C NMR spectrum has to be determined.

Concept introduction:

The signals in the spectrum of a compound are proportional to the number of carbons that are present in the different environment within the molecule.  The carbon which is present in the electron-rich environment shows a signal at a lower frequency and vice-versa.  Therefore, the carbons that are present nearest to the electron-withdrawing groups produce a high-frequency signal.

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Chapter 10 Solutions

EBK ESSENTIAL ORGANIC CHEMISTRY

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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