Organic Chemistry
Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Chapter 14.20, Problem 38P

(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 14 Solutions

Organic Chemistry

Ch. 14.6 - Sketch the mass spectrum expected for...Ch. 14.6 - The mass spectra of 1-methoxybutane,...Ch. 14.6 - Prob. 14PCh. 14.6 - Identify the ketones responsible for the mass...Ch. 14.6 - Prob. 16PCh. 14.6 - Using curved arrows, show the principal fragments...Ch. 14.6 - The reaction of (Z)-2-pentene with water and a...Ch. 14.9 - Prob. 19PCh. 14.9 - Prob. 20PCh. 14.9 - Prob. 21PCh. 14.13 - Prob. 22PCh. 14.14 - Which occur at a larger wavenumber: a. the C O...Ch. 14.14 - Prob. 24PCh. 14.14 - Prob. 25PCh. 14.14 - Rank the following compounds from highest...Ch. 14.14 - Which shows an O H stretch at a larger...Ch. 14.15 - Prob. 28PCh. 14.15 - a. An oxygen-containing compound shows an...Ch. 14.15 - Prob. 30PCh. 14.15 - For each of the following pair of compounds, name...Ch. 14.16 - Which of the following compounds has a vibration...Ch. 14.16 - Prob. 33PCh. 14.17 - A compound with molecular formula C4H6O gives the...Ch. 14.19 - Prob. 35PCh. 14.19 - Prob. 36PCh. 14.20 - Predict the max of the following compound:Ch. 14.20 - Prob. 38PCh. 14.21 - a. At pH = 7 one of the ions shown here is purple...Ch. 14.21 - Prob. 40PCh. 14.22 - Prob. 41PCh. 14.22 - Prob. 42PCh. 14 - In the mass spectrum of the following compounds,...Ch. 14 - Prob. 44PCh. 14 - For each of the following pairs of compounds,...Ch. 14 - Draw structures for a saturated hydrocarbon that...Ch. 14 - a. How could you use IR spectroscopy to determine...Ch. 14 - Assuming that the force constant is approximately...Ch. 14 - In the following boxes, list the types of bonds...Ch. 14 - A mass spectrum shows significant peaks at m/z. =...Ch. 14 - Prob. 51PCh. 14 - Prob. 52PCh. 14 - Prob. 53PCh. 14 - How can you use UV spectroscopy to distinguish...Ch. 14 - Rank the following compounds from highest...Ch. 14 - Rank the following compounds from highest...Ch. 14 - What peaks in their mass spectra can be used to...Ch. 14 - Each of the IR spectra shown below is accompanied...Ch. 14 - Prob. 59PCh. 14 - Prob. 60PCh. 14 - How can IR spectroscopy distinguish between...Ch. 14 - 62. Draw the structure of a carboxylic acid that...Ch. 14 - Prob. 63PCh. 14 - Give approximate wavenumbers for the major...Ch. 14 - Prob. 65PCh. 14 - Prob. 66PCh. 14 - Prob. 67PCh. 14 - The IR spectrum of a compound with molecular...Ch. 14 - Which one of the following live compounds produced...Ch. 14 - Prob. 70PCh. 14 - Phenolphthalein is an acid-base indicator. In...Ch. 14 - Which one of the following five compounds produced...Ch. 14 - The IR and mass spectra for three different...
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