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 10.17, Problem 25P

(a)

Interpretation Introduction

Interpretation:

Conjugated organic molecules has to be ranked based on decreasing λmax.

Concept introduction:

Conjugation onλmax:

The wavelength at which the ππ* transition occurs increase as the number of conjugation double bond in the compound increase, the λmax of a compound can be used to estimate the number of conjugated double bonds in a compound.

HOMO-LUMO:

In a ππ* transition an electron is promoted from the HOMO like a highest occupied molecular orbital to the LUMO lowest unoccupied molecular orbital, if molecule has more conjugated double bonds in a compound, the less energy required for the less electronic transition.

Auxochrome:

When the molecule attached to a chromophores group the both λmax and intensity of the absorption will be increased. Some example (-OH, -NH2) groups are auxochromes.  The loan-pair of electrons on oxygen and nitrogen in the compound are interact with the π-electrons cloud of the aromatic ring by delocalization was occurred.

(b)

Interpretation Introduction

Interpretation:

Conjugated organic molecules has to be ranked based on decreasing λmax.

Concept introduction:

UV/vis spectroscopy:

It is deal with information about various compounds that have conjugated double, the UV light and visible light have jest the right energy to cause an electronic transition in a molecule that is to promote an electron from one molecular orbital to another higher energy.  

Conjugation on λmax:

The wavelength at which the ππ* transition occurs increase as the number of conjugation double bond in the compound increase, the λmax of a compound can be used to estimate the number of conjugated double bonds in a compound.

HOMO-LUMO:

In a ππ* transition an electron is promoted from the HOMO like  a highest occupied molecular orbital to the LUMO lowest unoccupied molecular orbital, if molecule has more conjugated double bonds in a compound, the less energy required for the less electronic transition.

Auxochrome:

When the molecule attached to a chromophores group the both λmax and intensity of the absorption will be increased. Some example (-OH, -NH2) groups are auxochromes.  The loan-pair of electrons on oxygen and nitrogen in the compound are interact with the π-electrons cloud of the aromatic ring by delocalization was occurred.

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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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