Essential Organic Chemistry, Global Edition
Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 10.14, Problem 22P

(a)

Interpretation Introduction

Interpretation:

The IR spectra of ketone and aldehyde have to be distinguished.

Concept introduction:

IR spectral studies: It is a spectroscopic technique which is used to determine the functional groups present in the given compound sample by absorbing characteristic frequency in particular range with respect to the group present in the given sample.

Wavenumber: It is defined as the number of waves in one centimeter. The wavenumber indicates the location of each signal with respect to the functional group in the molecule and its unit is cm-1.

Carbonyl group: The functional group that contains carbon atom which is doubly bonded with the oxygen atom. The characteristic IR signal for CO group in an amide is at ~1660cm-1.

(b)

Interpretation Introduction

Interpretation:

The IR spectrum of benzene and cyclohexane has to be distinguished.

Concept introduction:

IR spectral studies: It is a spectroscopic technique which is used to determine the functional groups present in the given compound sample by absorbing characteristic frequency in particular range with respect to the group present in the given sample.

Wavenumber: It is defined as the number of waves in one centimeter. The wavenumber indicates the location of each signal with respect to the functional group in the molecule and its unit is cm-1.

(c)

Interpretation Introduction

Interpretation:

The IR spectrum of cyclohexene and cyclohexane has to be distinguished.

Concept introduction:

IR spectral studies: It is a spectroscopic technique which is used to determine the functional groups present in the given compound sample by absorbing characteristic frequency in particular range with respect to the group present in the given sample.

Wavenumber: It is defined as the number of waves in one centimeter. The wavenumber indicates the location of each signal with respect to the functional group in the molecule and its unit is cm-1.

(d)

Interpretation Introduction

Interpretation:

The IR spectra of primary amine and tertiary amine have to be distinguished.

Concept introduction:

IR spectral studies: It is a spectroscopic technique which is used to determine the functional groups present in the given compound sample by absorbing characteristic frequency in particular range with respect to the group present in the given sample.

Wavenumber: It is defined as the number of waves in one centimeter. The wavenumber indicates the location of each signal with respect to the functional group in the molecule and its unit is cm-1.

Primary and secondary amine:

Primary amine refers to the functional group that contains one nitrogen atom bonded to two hydrogen atoms and one carbon containing group and the secondary amine contains nitrogen bonded to one hydrogen atom and two carbon containing groups.

The characteristic IR signal for N-H stretch is at range of 3500cm-1and3200cm-1

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How can IR spectroscopy be used to distinguish between the following compounds?a. a ketone and an aldehydeb. a cyclic ketone and an open-chain ketonec. benzene and cyclohexened. cis-2-hexene and trans-2-hexenee. cyclohexene and cyclohexanef. a primary amine and a tertiary amine
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Chapter 10 Solutions

Essential Organic Chemistry, Global 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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