Foundations of Chemistry

Foundations of Chemistry
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FOUNDATIONS OF CHEMISTRY A foundation-level guide to chemistry for physical, life sciences and engineering students Foundations of Chemistry: An Introductory Course for Science Students fills a gap in the literature to provide a basic chemistry text aimed at physical sciences, life sciences and engineering students. The authors, noted experts on the topic, offer concise explanations of chemistry theory and the principles that are typically reviewed in most one year foundation chemistry courses and first year degree-level chemistry courses for non-chemists. The authors also include illustrative examples and information on the most recent applications in the field. Foundations of Chemistry is an important text that outlines the basic principles in each area of chemistry – physical, inorganic and organic – building on prior knowledge to quickly expand and develop a student's knowledge and understanding. Key features include: Worked examples showcase core concepts and practice questions. Margin comments signpost students to knowledge covered elsewhere and are used to highlight key learning objectives. Chapter summaries list the main concepts and learning points.

Оглавление

Philippa B. Cranwell. Foundations of Chemistry

Table of Contents

List of Tables

List of Illustrations

Guide

Pages

Foundations of Chemistry. An Introductory Course for Science Students

Preface

Acknowledgements

Contributors

About the companion website

0 Fundamentals

0.1 Introduction to chemistry

0.2 Measurement in chemistry and science – SI units

Worked Example 0.1

Solution

0.3 Expressing large and small numbers using scientific notation

Box 0.1

Worked Example 0.2

Solution

Worked Example 0.3

Solution

0.4 Using metric prefixes

0.4.1 Units of mass and volume used in chemistry. Mass

Volume

Worked Example 0.4

Solution

Worked Example 0.5

Solution

0.5 Significant figures

Worked Example 0.6

Solution

0.6 Calculations using scientific notation. 0.6.1 Adding and subtracting

Worked Example 0.7

Solution

0.6.2 Multiplying and dividing numbers

Worked Example 0.8

Solution

0.7 Writing chemical formulae and equations. 0.7.1 Writing chemical formulae

0.7.2 Writing and balancing chemical equations

Worked Example 0.9

Solution

0.7.3 Indicating the physical state of reactants and products in chemical equations

Quick‐check summary

End‐of‐chapter questions

1 Atomic structure

1.1 Atomic structure

1.1.1 Subatomic particles

1.1.2 Mass number (A) and atomic number (Z)

Worked Example 1.1

Solution

Worked Example 1.2

Solution

1.1.3 Isotopes

Worked Example 1.3

Solution

1.1.4 Radioisotopes

1.2 Electronic structure

1.2.1 The periodic table

1.2.2 Electron energy levels

1.2.3 Simple electronic configurations

Worked Example 1.4

Solution

1.2.4 Sub‐shells and atomic orbitals

s orbitals

p orbitals

d orbitals

1.2.5 Describing electronic configurations

1.2.6 Electronic structures and the periodic table

Worked Example 1.5

Solution

Worked Example 1.6

Solution

Worked Example 1.7

Solution

Quick‐check summary

End‐of‐chapter questions

2 Chemical bonding

2.1 Bonding

2.1.1 Atoms and molecules

2.1.2 Metallic bonding

Worked Example 2.1

Solution

2.1.3 Ionic bonding

Worked Example 2.2

Solution

Worked Example 2.3

Solution

2.1.4 Covalent bonding

Worked Example 2.4

Solution

Dative covalent bonding

Simple molecular covalent bonding and giant covalent bonding

2.2 Valence Shell Electron Pair Repulsion Theory (VSEPR)

2.2.1 How to determine the number of areas of electron density around a central atom

Box 2.1 Depicting the three‐dimensional shape of a molecule

2.2.2 Two electron centres around the central atom: linear molecules

2.2.3 Three electron centres around the central atom: trigonal planar molecules

2.2.4 Four electron centres around the central atom: tetrahedral, pyramidal, and bent molecules

2.2.5 Five electron centres around the central atom: trigonal bipyramidal molecules

Box 2.2

2.2.6 Six electron centres around the central atom: octahedral molecules

Summary

Worked Example 2.5

Solution

Worked Example 2.6

Solution

Worked Example 2.7

Solution

Worked Example 2.8

Solution

Worked Example 2.9

Solution

Box 2.3

2.3 Polar bonds and polar molecules

2.3.1 Electronegativity

2.3.2 Polar bonds

2.3.3 Polar molecules

Worked Example 2.10

Solution

2.4 Intermolecular forces

2.4.1 Permanent dipole–permanent dipole interactions

2.4.2 London dispersion forces (instantaneous dipole–induced dipole)

2.4.3 Hydrogen bonding

2.4.4 Summary of strengths of intermolecular forces

Worked Example 2.11

Solution

2.4.5 A special case: ion‐dipole intermolecular forces

Quick‐check summary

End‐of‐chapter questions

3 Amount of Substance

3.1 Masses of atoms and molecules

3.1.1 Relative atomic mass, Ar

3.1.2 Relative molecular mass, Mr

Worked Example 3.1

Solution

3.1.3 Relative formula mass

Worked Example 3.2

Solution

3.2 Amount of substance

3.2.1 The mole

Worked Example 3.3

Solution

3.2.2 Converting between moles and masses of substances – molar mass

Worked Example 3.4

Solution

Worked Example 3.5

Solution

3.3 Calculations with moles

3.3.1 Reacting masses

Worked Example 3.6

Solution

Worked Example 3.7

Solution

3.3.2 Percentage yield

Worked Example 3.8

Solution

Worked Example 3.9

Solution

3.3.3 Percentage composition by mass

Worked Example 3.10

Solution

Worked Example 3.11

Solution

Worked Example 3.12

Solution

3.3.4 Empirical formula

Worked Example 3.13

Solution

Worked Example 3.14

Solution

Worked Example 3.15

Solution

3.4 Solutions; concentrations and dilutions

3.4.1 Measuring and expressing concentrations

Worked Example 3.16

Solution

Worked Example 3.17

Solution

3.4.2 Solutions and dilutions

Worked Example 3.18

Solution

Worked Example 3.19

Solution

3.4.3 Alternative units of concentration

Worked Example 3.20

Solution

3.5 Titration calculations

Box 3.1 Titration calculations - relating reacting numbers of moles

Worked Example 3.21

Solution

Worked Example 3.22

Solution

Box 3.2

3.5.1 Back titration

Worked Example 3.23

Solution

3.6 Calculations with gas volumes

Worked Example 3.24

Solution

Worked Example 3.25

Solution

Quick‐check summary

End‐of‐chapter questions

4 States of matter

4.1 Introduction

4.2 Solids

4.2.1 Metallic lattices

4.2.2 Ionic lattices

4.2.3 Simple molecular solids and giant molecular structures

Worked Example 4.1

Solution

Worked Example 4.2

Solution

4.3 Liquids

4.3.1 Evaporation and condensation, vapour pressure, and boiling

Worked Example 4.3

Solution

4.3.2 Effect of intermolecular forces on melting and boiling points

Worked Example 4.4

Solution

Worked Example 4.5

Solution

Worked Example 4.6

Solution

4.3.3 The effect of hydrogen bonding on melting and boiling points of covalent compounds

Structure of Ice

The Heat Capacity of Water

Hydrogen Bonding in Biological Molecules

Worked Example 4.7

Solution

Worked Example 4.8

Solution

Worked Example 4.9

Solution

4.4 Gases. 4.4.1 Ideal gases

4.4.2 The ideal gas equation

Boyle's Law

Charles's Law

The Ideal Gas Law

SI Units and the Ideal Gas Equation

Units of volume

Units of pressure

Temperature

Worked Example 4.10

Solution

Worked Example 4.11

Solution

4.4.3 The molar gas volume, Vm

Worked Example 4.12

Solution

Quick‐check summary

End‐of‐chapter questions

5 Oxidation‐reduction (redox) reactions

5.1 Redox reactions. 5.1.1 Electron transfer in redox reactions

Worked Example 5.1

Solution

5.1.2 Oxidation number

Worked Example 5.2

Solution

5.1.3 Naming compounds based on the oxidation state of elements in the compound

Worked Example 5.3

Solution

Worked Example 5.4

Solution

5.1.4 Redox half‐equations

Worked Example 5.5

Solution

Worked Example 5.6

Solution

5.1.5 Oxidising agents and reducing agents

Worked Example 5.7

Solution

5.2 Disproportionation reactions

Worked Example 5.8

Solution

5.3 Redox titrations

Worked Example 5.9

Solution

Worked Example 5.10

Solution

Quick‐check summary

End‐of‐chapter questions

6 Energy, enthalpy, and entropy

6.1 Enthalpy changes. 6.1.1 Energy and enthalpy

6.1.2 Exothermic and endothermic reactions

Box 6.1

6.1.3 Reaction pathway diagrams

8.2.3 Bond breaking and bond making

6.1.4 Measuring enthalpy changes

Standard enthalpy of reaction, ΔrHϴ

Standard enthalpy of formation, ΔfHϴ

6.1.5 Measuring enthalpy changes using calorimetry

Measuring the enthalpy of reaction in a calorimeter

Calculating the enthalpy change

Worked Example 6.1

Solution

Measuring the standard enthalpy of solution in a calorimeter. Box 6.2

Worked Example 6.2

Solution

Box 6.3

Measuring the enthalpy of combustion in a calorimeter

Worked Example 6.3

Solution

Worked Example 6.4

Solution

6.1.6 Hess's law

Worked Example 6.5

Solution

Worked Example 6.6

Solution

Worked Example 6.7

Solution

6.1.7 Bond energies and enthalpy changes

Using bond energies to calculate enthalpy changes

Worked Example 6.8

Solution

Worked Example 6.9

Solution

Worked Example 6.10

Solution

6.1.8 Born–Haber cycles. Lattice enthalpy

Calculating the lattice enthalpy of a compound

Standard enthalpy of atomisation, ΔatHϴ

Box 6.4

Ionisation energy, IE

Successive ionisation energies

Electron affinity, ΔEAHϴ

Born–Haber cycles

Worked Example 6.11

Solution

Constructing a Born–Haber diagram for calculating lattice enthalpy

Worked Example 6.12

Solution

Worked Example 6.13

Solution

6.1.9 Factors affecting the size of the lattice enthalpy

Charge on the ions

Size of the ions

Polarisation

Worked Example 6.14

Solution

6.2 Entropy and Gibbs free energy

6.2.1 Entropy

Entropy changes in reactions

Worked Example 6.14

Solution

6.2.2 Spontaneous processes and the second law of thermodynamics

Entropy change of the system

Worked Example 6.15

Solution

Worked Example 6.16

Solution

Entropy change of the surroundings

Worked Example 6.17

Solution

6.2.3 Gibbs free energy and spontaneous reactions

Worked Example 6.18

Solution

The importance of Gibbs free energy and work done in a reaction

Gibbs energy and temperature changes

Worked Example 6.19

Solution

Quick‐check summary

End‐of‐chapter questions

7 Chemical equilibrium and acid‐base equilibrium

7.1 Introduction

7.2 Equilibrium and reversible reactions

7.2.1 Characteristics of an equilibrium

7.2.2 The equilibrium mixture and the equilibrium constant, Kc

Worked Example 7.1

Solution

Worked Example 7.2

Solution

Worked Example 7.3

Solution

Worked Example 7.4

Solution

Worked Example 7.5

Solution

Worked Example 7.6

Solution

7.2.3 The effects of changing the reaction conditions on the position of equilibrium

Le Châtelier's principle

Effect of changing concentration

Effect of changing the pressure of a gaseous reactant or product

Effect of changing the overall pressure of a reaction

Effect of changing the temperature of reaction

Effect of introducing a catalyst

Box 7.1

Worked Example 7.7

Solution

7.2.4 Heterogeneous and homogeneous equilibria

7.2.5 The equilibrium constant, Kp

Worked Example 7.8

Solution

Worked Example 7.9

Solution

Worked Example 7.10

Solution

7.3 Acid‐base equilibria. 7.3.1 The Brønsted–Lowry theory of acids and bases. Acids

Bases

Water as an acid and a base

Conjugate acids and bases

Worked Example 7.11

Solution

Worked Example 7.12

Solution

Worked Example 7.13

Solution

7.3.2 The pH scale

Box 7.2

Measuring pH

7.3.3 Strong and weak acids and bases. Strong acids

Worked Example 7.14

Solution

Weak acids

Worked Example 7.15

Solution

Weak bases

7.3.4 The ionisation of water

pOH

Worked Example 7.16

Solution

Worked Example 7.17

Solution

Variation of the pH of water with temperature

7.3.5 Acid‐base reactions

7.3.6 Carrying out a titration

7.3.7 Indicators

Box 7.3

Box 7.4

7.3.8 Acid‐base titrations. Titration of a strong acid and strong base

Titration of a weak acid and strong base

Titration of a strong acid and weak base

Titration of a weak acid and weak base

Worked Example 7.18

Solution

7.3.9 Buffers

Box 7.5

Acidic buffers

Behaviour on the addition of base

Behaviour on the addition of acid

Basic buffers

Behaviour on the addition of base

Behaviour on the addition of acid

7.3.10 Calculating the pH of a buffer solution

Worked Example 7.19

Solution

Worked Example 7.20

Solution

Calculating the pH change upon the addition of acid

Worked Example 7.21

Solution

7.3.11 Lewis acids and bases

Quick‐check summary

End‐of‐chapter questions

8 Chemical kinetics – the rates of chemical reactions

8.1 Introduction

8.2 The rate of reaction. 8.2.1 Defining the rate of a chemical reaction

Worked Example 8.1

Solution

8.2.2 Collision theory

8.2.3 Factors that affect the rate of a reaction

Concentration or pressure of reactants

Temperature

Catalysts

Homogeneous and heterogeneous catalysts

Box 8.1

Box 8.2

8.3 Determining the rate of a chemical reaction. 8.3.1 Methods for monitoring the rate of a chemical reaction

8.3.2 The instantaneous rate of reaction

Box 8.3

8.3.3 An example of measuring rate of reaction at any time

8.4 The rate expression

Box 8.4

Worked Example 8.2

Solution

8.4.1 Determining the rate expression using instantaneous rates

8.4.2 Determining the rate expression using the initial rates method

Worked Example 8.3

Solution

Worked Example 8.4

Solution

8.4.3 Determining the rate expression by inspection

Zero‐order reactions

First‐order reactions

Second‐order reactions

8.4.4 Determining the rate expression using the integrated rate expression

Zero‐order reactions

First‐order reactions

Second‐order reactions

Box 8.5

Worked Example 8.5

Solution

8.5 The half‐life of a reaction

8.5.1 Half‐life of first‐order reactions

Box 8.6

8.5.2 Half‐life of zero‐order reactions

8.5.3 Half‐life of second‐order reactions

Box 8.7

Worked Example 8.6

Solution

Worked Example 8.7

Solution

Worked Example 8.8

Solution

Worked Example 8.9

Solution

8.6 Reaction mechanisms. 8.6.1 Reaction mechanisms and the rate‐determining step

8.6.2 Using the rate expression to determine the mechanism of a reaction

SN1 mechanism

SN2 mechanism

Worked Example 8.10

Solution

8.7 Effect of temperature on reaction rate. 8.7.1 The distribution of the energies of molecules with temperature

8.7.2 The Arrhenius equation

Worked Example 8.11

Solution

Quick‐check summary

End‐of‐chapter questions

9 Electrochemistry

9.1 Introduction

9.2 Using redox reactions

Worked Example 9.1

Solution

Worked Example 9.2

Solution

9.2.1 Redox reactions and electrochemical cells

9.2.2 Electrochemical cells and half‐cells

Box 9.1

Worked Example 9.3

Solution

Worked Example 9.4

Solution

9.2.3 Standard electrode potentials, Eϴ

9.2.4 The standard hydrogen electrode

Values of standard reduction potentials

Box 9.2

Worked Example 9.5

Solution

9.2.5 Half‐cells involving non‐metals and non‐metal ions

9.2.6 The cell diagram

Worked Example 9.6

Solution

9.2.7 Using Eϴ values to obtain voltages of electrochemical cells

Worked Example 9.7

Solution

Worked Example 9.8

Solution

9.2.8 Using standard reduction potentials to predict the outcome of redox reactions

Worked Example 9.9

Solution

9.2.9 Relation between Eϴ and Gibbs energy

9.2.10 The effect of non‐standard conditions on cell potential – the Nernst equation

Worked Example 9.10

Solution

9.3 Using redox reactions – galvanic cells. 9.3.1 Galvanic (voltaic) cells

9.3.2 The variety of cells

9.3.3 Disposable batteries

9.3.4 Rechargeable cells

9.3.4.1 Lithium‐Ion batteries

9.3.5 Fuel cells

9.4 Using redox reactions – electrolytic cells

9.4.1 Electrolysis

9.4.2 Electrolysis of molten substances

9.4.3 Electrolysis of aqueous solutions

9.4.4 Calculating the amount of substance deposited during electrolysis

Worked Example 9.11

Solution

Quick‐check summary

End‐of‐chapter questions

10 Group trends and periodicity

10.1 The periodic table: periods, groups, and periodicity

10.2 Trends in properties of elements in the same vertical group of the periodic table

10.2.1 Electron configuration

10.2.2 Effective nuclear charge, Zeff

10.2.3 Atomic radius

10.2.4 Ionisation energies

10.2.5 Electronegativity

10.2.6 Electron affinity (electron gain enthalpy)

Box 10.1

Box 10.2

Worked Example 10.1

Solution

Worked Example 10.2

Solution

10.3 Trends in properties of elements in the same horizontal period

10.3.1 Electron configuration

10.3.2 Atomic radius

Box 10.3

10.3.3 Ionisation energy

Group 2 to Group 3 (13)

Group 5 (15) to Group 6 (16)

Group 8 (18) to Group 1

10.3.4 Electronegativity

10.3.5 Electron affinity, ΔEAHϴ

Worked Example 10.3

Solution

Worked Example 10.4

Solution

10.3.6 Ionic radius

Ionic radius: cations

Ionic radius: anions

Ionic radius: general trends across the table

10.3.7 Melting point and boiling point

10.3.8 Trends in chemical properties across a period

Quick‐check summary

End‐of‐chapter questions

11 The periodic table – chemistry of Groups 1, 2, 7 (17), and transition elements

11.1 Introduction

Box 11.1

11.2 Group 1 – the alkali metals

11.2.1 Physical properties of Group 1 elements

Atomic radii and ionisation energies

Melting points and boiling points

11.2.2 Chemical properties of Group 1 elements

Reaction with water

Reaction with oxygen

Worked Example 11.1

Solution

11.3 Group 2 – the alkaline earth metals

Box 11.2

11.3.1 Physical properties of Group 2 elements

Atomic radii and ionisation energy

Melting point and boiling point

Worked Example 11.2

Solution

Worked Example 11.3

Solution

11.3.2 Chemical properties of Group 2 elements

Reaction with water

Reaction with oxygen

11.3.3 Some s block compounds and their properties. Factors determining solubility

Enthalpy changes involved when a metal salt dissolves

Group 1 and 2 oxides

Group 1 and 2 hydroxides

Solubility of Group 1 and Group 2 carbonates and sulfates

Thermal stability of Group 1 and Group 2 carbonates

Thermal stability of metal nitrates

Worked Example 11.4

Solution

Worked Example 11.5

Solution

Worked Example 11.6

Solution

11.4 Group 7 (17) – the halogens

11.4.1 Physical properties of Group 7 (17) elements

Worked Example 11.7

Solution

11.4.2 Reactions of Group 7 (17) elements. Reactions as oxidising agents

Displacement reactions of halogens

Oxidation states of the halogens

Box 11.3

Disproportionation reactions

Box 11.4

Identification of halide ions

Worked Example 11.8

Solution

Worked Example 11.9

Solution

11.5 The transition elements

11.5.1 Physical properties of transition elements. Electron configurations

Oxidation states

Atomic radius

Ionisation energies

Metallic properties

Summary

Worked Example 11.10

Solution

11.5.2 Complexes of transition elements. Bonding in complexes of transition elements

Box 11.5

Shapes of transition metal complexes

Oxidation states and charge on the central metal ion

Naming transition metal complexes

The colour of transition metal complexes

11.5.3 Redox reactions

Box 11.6

Worked Example 11.11

Solution

11.5.4 Origin of colour in transition metal complexes

11.5.5 Isomerism in coordination complexes

Geometric isomers

Optical isomers

11.5.6 Ligand substitution in transition metal complexes

Worked Example 11.12

Solution

Worked Example 11.13

Solution

Quick‐check summary

End‐of‐chapter questions

Note

12 Core concepts and ideas within organic chemistry

12.1 Types of molecular formulae

12.1.1 Empirical and molecular formulae

12.1.2 Skeletal formula

Worked Example 12.1

Solution

12.1.3 Homologous series

12.2 Nomenclature of simple alkanes

Box 12.1

Worked Example 12.2

Solution

Worked Example 12.3

Solution

Worked Example 12.4

Solution

12.2.1 Nomenclature for esters

Worked Example 12.5

Solution

12.3 Isomers

12.3.1 Chain isomerism

12.3.2 Positional isomerism

12.3.3 Functional group isomerism

12.3.4 Z and E isomerism (alkenes only)

Box 12.2

Worked Example 12.6

Solution

Worked Example 12.7

Solution

12.3.5 Chirality

Box 12.3

Worked Example 12.8

Solution

Worked Example 12.9

Solution

Worked Example 12.10

Solution

12.3.6 Summary of isomerism

12.4 Drawing reaction mechanisms

12.4.1 Types of arrows

12.4.2 Electrophiles, nucleophiles, and radicals

Electrophiles

Nucleophiles

Radicals

Worked Example 12.11

Solution

12.5 Types of reactions

12.5.1 Electrophilic addition (to an alkene)

12.5.2 Nucleophilic addition (to a carbonyl group)

12.5.3 Electrophilic aromatic substitution

12.5.4 Nucleophilic substitution

12.5.5 Elimination

12.5.6 Condensation

Quick‐check summary

End‐of‐chapter questions

13 Alkanes, alkenes, and alkynes

13.1 Alkanes: an outline

13.1.1 Alkanes and crude oil

Worked Example 13.1

Solution

13.1.2 Combustion of alkanes

Worked Example 13.2

Solution

Worked Example 13.3

Solution

13.1.3 Cracking alkanes

Worked Example 13.4

Solution

Worked Example 13.5

Solution

13.1.4 Reactions of alkanes: radicals

13.1.4.1 Initiation

13.1.4.2 Propagation

13.1.4.3 Termination

Box 13.1

13.2 Alkenes: an outline

13.2.1 Bonding in alkenes

13.2.2 Sigma (σ) bonding

13.2.3 Pi (π) bonding

Worked Example 13.6

Solution

13.2.4 Testing for alkenes

13.2.5 Reaction of alkenes with electrophiles

Worked Example 13.7

Solution

13.2.6 General reactions of alkenes

13.3 Alkynes: an outline

13.3.1 General reactions of alkynes

Quick‐check summary

End‐of‐chapter questions

14 Reactivity of selected homologous series

14.1 Alcohols

14.1.1 Primary alcohols

14.1.2 Secondary alcohols

14.1.3 Tertiary alcohols

14.1.4 Combustion of alcohols

14.1.5 Oxidation of alcohols

Box 14.1

14.1.5.1 Primary alcohols

14.1.5.2 Secondary alcohols

14.1.5.3 Tertiary alcohols

14.2 Aldehydes and ketones

14.2.1 Nucleophilic addition

Worked Example 14.1

Solution

Reduction

Worked Example 14.2

Solution

14.2.2 Tests for aldehydes and ketones

14.3 Carboxylic acids. 14.3.1 Preparation and properties of carboxylic acids

14.3.2 Deprotonation of carboxylic acids

Worked Example 14.3

Solution

14.3.3 Reduction of carboxylic acids

14.4 Esters. 14.4.1 Properties of esters

Worked Example 14.4

Solution

14.4.2 Hydrolysis of esters

Worked Example 14.5

Solution

Worked Example 14.6

Solution

14.5 Amides. 14.5.1 Preparation and properties of amides

Worked Example 14.7

Solution

14.5.2 Hydrolysis of amides

Worked Example 14.8

Solution

14.6 Amines. 14.6.1 Naming amines

Worked Example 14.9

Solution

14.6.2 Amines as bases

14.6.3 Preparation of alkyl amines

14.7 Nitriles

14.7.1 Nitrile formation

Quick‐check summary

End‐of‐chapter questions

15 The chemistry of aromatic compounds

15.1 Benzene

15.1.1 The structure of benzene

Box 15.1

Worked Example 15.1

Solution

15.1.2 Nomenclature

Worked Example 15.2

Solution

15.1.3 The reactivity of benzene

15.1.4 Resonance in benzene

Worked Example 15.3

Solution

Worked Example 15.4

Solution

15.1.5 Substituent effects on reactivity

15.2 Reactions of benzene with electrophiles

15.2.1 Halogenation

15.2.2 Friedel–Crafts alkylation

15.2.3 Friedel–Crafts acylation

15.2.4 Nitration

15.2.5 Substituent effects on position of substitution

15.2.6 Reaction of phenol with electrophiles

Worked Example 15.5

Solution

15.2.7 Reaction of toluene with electrophiles

15.2.8 Reaction of nitrobenzene with electrophiles

Worked Example 15.6

Solution

15.3 Aniline

Worked Example 15.7

Solution

Quick‐check summary

End‐of‐chapter questions

16 Substitution and elimination reactions

16.1 Substitution reactions

16.1.1 SN1 reactions

Box 16.1

Worked Example 16.1

Solution

16.1.2 SN2 reactions

Box 16.2

Worked Example 16.2

Solution

Worked Example 16.3

Solution

Worked Example 16.4

Solution

16.2 Elimination reactions

16.2.1 E1 reactions

16.2.2 E2 reactions

Worked Example 16.5

Solution

Worked Example 16.6

Solution

16.2.3 Zaitsev and Hofmann alkenes

16.3 Comparison of substitution and elimination reactions

Quick‐check summary

End‐of‐chapter questions

17 Bringing it all together

17.1 Functional group interconversion

17.2 Bringing it all together

Worked Example 17.1

Solution

Worked Example 17.2

Solution

Worked Example 17.3

Solution

Worked Example 17.4

Solution

Worked Example 17.5

Solution

Quick‐check summary

End‐of‐chapter questions

18 Polymerisation

18.1 Polymerisation

18.1.1 Addition polymerisation

Worked Example 18.1

Solution

Worked Example 18.2

Solution

Worked Example 18.3

Solution

18.1.2 LDPE and HDPE

18.1.3 Condensation polymerisation

Worked Example 18.4

Solution

Worked Example 18.5

Solution

Quick‐check summary

End‐of‐chapter questions

19 Spectroscopy

19.1 Mass spectrometry

19.1.1 How a mass spectrometer works

19.1.2 Using the data from the mass spectrum

Worked Example 19.1

Solution

19.1.3 Mass spectrometry in organic chemistry

Worked Example 19.2

Solution

19.2 Infrared spectroscopy (IR)

Worked Example 19.3

Solution

19.3 Nuclear magnetic resonance spectroscopy (NMR)

19.3.1 The NMR spectrum

Worked Example 19.4

Solution

Worked Example 19.5

Solution

Worked Example 19.6

Solution

Worked Example 19.7

Solution

Box 19.1

Worked Example 19.8

Solution

Worked Example 19.9

Solution

Worked Example 19.10

Solution

19.3.2 Confirming the identity of O—H and N—H peaks

19.4 Bringing it all together

Worked Example 19.11

Solution

Worked Example 19.12

Solution

Quick‐check summary

End‐of‐chapter questions

Appendix. Table of constants and other useful information. Physical constants

SI base units

Derived units

Multiples of units and prefixes

Short end‐of‐chapter answers. Chapter 0

Chapter 1

Chapter 2

Chapter 3

Chapter 4

Chapter 5

Chapter 6

Chapter 7

Chapter 8

Chapter 9

Chapter 10

Chapter 11

Chapter 12

Chapter 13

Chapter 14

Chapter 15

Chapter 16

Chapter 17

Chapter 18

Chapter 19

Index

WILEY END USER LICENSE AGREEMENT

Отрывок из книги

Philippa B. Cranwell

University of Reading

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In this case, it is simpler to treat the nitrate ion as a unit with formula NO3− rather than separately balancing nitrogen and oxygen atoms on both sides of the equation. It can be seen that there is one nitrate ion on the left‐hand side but there are two on the right. Therefore we need to add 2 moles of nitric acid to the left‐hand side:

This has balanced the nitrate ions but not the hydrogen and oxygen atoms. There are 4 hydrogen atoms on the left‐hand side but only 2 on the right. There are also 2 oxygen atoms (apart from in the NO3− ion) on the left‐hand side but only 1 on the right. We therefore need to increase the number of water molecules to 2:

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