Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 19, Problem 19.70AP
Interpretation Introduction

(a)

Interpretation:

The explaination for the observation that although biacetyl and 1, 2-cyclopentanedione have the same type of functional group, their dipole moments differ is to be stated.

Concept introduction:

The dipole moment of a molecule is the measure of the polarity of the chemical bonds present in that molecule. Larger is the electronegativity difference between the atoms present in the molecule, more is the polarity and more is the dipole moment of the molecule.

Interpretation Introduction

(b)

Interpretation:

The explaination for the observation that nπ* absorption at 280 nm is nearly eliminated when acetaldehyde is mixed with excess of ethanethiol is to be stated.

Concept introduction:

The UV-visible spectroscopy involves the excitation of the electrons in the molecule. In the nπ* transition the non bonding electrons (n) are excited to the π* orbitals. The transition nπ* is a forbidden transition.

Interpretation Introduction

(c)

Interpretation:

The explanation for the observation that compound A has much weaker IR carbonyl absorption than compound B is to be stated.

Concept introduction:

Spectroscopy method is used to identify the structure of the molecule. It is based on the interactions between matter and electromagnetic radiations and IR spectroscopy is used to identify the functional group present in a compound. Each and every bond vibrates at a characteristic frequency.

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Students have asked these similar questions
(a) How will you convert:(i) Benzene to acetophenone                 (ii) Propanone to 2-Methylpropan-2-ol(b) Give reasons :(i) Electrophilic substitution in benzoic acid takes place at meta position.(ii) Carboxylic acids are higher boiling liquids than aldehydes, ketones and alcohols of comparable molecular masses.(iii) Propanal is more reactive than propanone in nucleophilic addition reactions.
(a) Draw the structures of the following compounds :(i) 4-Chloropentan-2-one                       (ii) p-Nitropropiophenone(b) Give tests to distinguish between the following pairs of compounds :(i) Ethanal and Propanal (ii) Phenol and Benzoic acid(iii) Benzaldehyde and Acetophenone
Explain the following behaviours :(i) Alcohols are more soluble in water than the hydrocarbons of comparable molecular masses.(ii) Ortho-nitrophenol is more acidic than ortho-methoxyphenol.

Chapter 19 Solutions

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