Advanced organic chemistry / Deepa Sharma.

Format:

Book

Author/Creator:

Sharma, Deepa.

Language:

English

Subjects (All):

Chemistry, Organic.

Chemistry.

Physical Description:

xv, 456 p. : ill.

Edition:

1st ed.

Place of Publication:

Tunbridge Wells : New Academic Science, c2012.

Language Note:

English

Summary:

Compiles advanced topics of organic chemistry. This book emphasises various points as 'Footnotes' along with each topic. It includes references/journal consultations for aptitude development.

Contents:

Cover

Preface

Acknowledgements

Contents

Section-I Fundamentals of Organic Chemistry

Chapter 1 Atomic Bonding

1.1 Introduction

1.2 Valence Bond Theory

1.3 Molecular Orbital Theory (MOT)

1.3.1 Formation of Bonding Molecular Orbital (Additive Overlapping of Two Atomic Orbitals)

1.3.2 Formation of Antibonding Molecular Orbital (ABMO)(Subtractive Overlapping of Two Atomic Orbitals)

1.3.3 Rules for Linear Combination of Atomic Orbitals

1.3.4 Rules for Filling up of Molecular Orbitals

1.3.5 MO Diagram

1.3.6 Bond Order or Bond Multiplicity

1.3.7 Difference between Atomic Orbitals and Molecular Orbitals

1.3.8 Similarities between Atomic Orbitals and Molecular Orbitals

1.4 VSEPR Theory

1.4.1 Postulates of VSEPR Theory

1.5 Metallic Crystal

1.5.1 Factors Favouring the Formation of Metallic Bond

1.5.2 Nature of Metallic Bond

1.5.3 Some of the Physical Properties of Metals and their Explanation on the Basis of Electron-gas Theory

1.6 Hydrogen Bond

1.6.1 What is Hydrogen Bond?

1.6.2 Types of Hydrogen Bonding

1.6.3 Nature and Formation of Hydrogen Bond

1.6.4 Conditions for the Formation of Hydrogen Bond

1.6.5 Strength of H-bond

1.6.6 Effect of Hydrogen Bonding on the Physical Properties of the Compounds Containing Hydrogen Bonds

Chapter 2 Stereochemistry

2.1 Isomerism

2.1.1 Structural Isomerism

2.2 Stereoisomerism

2.2.1 General Terms Encountered in Stereochemistry or Causes of Optical Isomerism

2.3 Optical Isomerism and Chirality

2.3.1 Optical Activity

2.3.2 The Polarimeter

2.3.3 Calculation of Number of Optical Isomers

2.4 Compounds Containing More Than One Chiral Centres

2.5 Specific Configuration for Compounds Containing More than one Chiral Centre

2.6 Geometrical Isomerism or CIS-Trans Isomerism

2.7 Racemization.

2.8 Walden Inversion

2.9 To Assign 'E-Z' Configuration and 'R-S' Configuration on the Basis of Sequence Rule

2.10 Conversion of 3-Dimensional Structures to Fischer Projection Formula

2.11 Optically Active Compounds Without Chiral Centre

2.11.1 Chirality in Allenes

2.11.2 Chirality in Spirans

2.11.3 Chirality in Biphenyls

2.12 Conformational Analysis

2.12.1 Conformers of Ethane

2.12.2 Conformations of n-Butane

2.12.3 Conformations of 1,2-Dichloro Ethane

Chapter 3 Reaction Intermediates and Factors Affecting Reactivity

3.1 Carbonium Ion or Carbocations

3.1.1 Classification of Carbonium Ions

3.1.2 Formation of Carbonium Ions

3.1.3 Order of Stability of Carbonium Ions

3.1.4 Structure of Carbonium Ion

3.2 Carbanions

3.2.1 Classification of Carbanions

3.2.2 Structure of Carbanions

3.2.3 Stability of Carbanions

3.2.4 Explanation for the Order of Stability of Carbanions

3.2.5 Properties of Carbanion

3.3 Free Radicals

3.3.1 Structure

3.3.2 Stability Order

3.3.3 Formation of Free Radicals

3.4 Carbenes

3.4.1 Structure of Carbenes

3.4.2 Carbenes as Reaction Intermediates

3.5 Nitrenes or Imidogens

3.6 Benzynes or Arynes

3.7 Factors Affecting Reactivity

3.8 Hyperconjugation

3.8.1 Theories of Hyperconjugation

3.8.2 Types of Hyperconjugation

Section II Classification of Name Reactions on the Basis of Product Formed

Chapter 1 Reactions Yielding Carbonyl Compounds

1.1 Aldol Condensation

1.2 Gattermann Synthesis

1.3 Rosenmund Reduction

1.4 Sommelet Reaction

1.5 Baker-Venkataraman Reaction

1.6 Carroll Rearrangement

1.7 NEF Reaction

1.8 Robinson Annulation

1.9 Friedel-Crafts Acylation

1.10 Mannich Reaction

1.11 Dieckmann Condensation

Chapter 2 Reactions Yielding Alcohol/Hydroxy Carboxylic Acid/Phenols.

2.1 Meerwein-Ponndorf-Verley Reduction

2.2 Blanc Reaction (Blanc Chloromethylation)

2.3 Brown Hydroboration

2.4 Cannizzaro Reaction

2.5 Nozaki-Hiyama-Kishi Reaction

2.6 Oppenauer Oxidation

2.7 Grignard Reaction

2.8 Evans Aldol Reaction

2.9 Dienone-Phenol Rearrangement

2.10 Bamberger Rearrangement

Chapter 3 Reactions Yielding Arenes

3.1 Friedel-Crafts Alkylation Reaction

3.2 Benzoin Condensation

Chapter 4 Reactions Yielding Saturated and Unsaturated Hydrocarbons

4.1 Clemmensen Reduction

4.2 Wolff-Kishner Reduction

4.3 Kolbe Electrolytic Reaction

4.4 Chugaev Reaction

4.5 Cope Elimination Reaction

4.6 McMurry Coupling

4.7 Birch Reduction

4.8 Peterson Olefination

4.9 Shapiro Reaction

4.10 Hoffmann Elimination Reaction (Hoffmann Degradation)

4.11 Di-π Methane Rearrangement (Zimmerman Rearrangement)

Chapter 5 Reactions Yielding Carboxylic Acids and Derivatives

5.1 Kolbe-Schmidt Reaction

5.2 Conjugated Carboxylic Acid: Knoevenagel Condensation

5.3 Perkin Reaction

5.4 Michael Reaction

5.5 Darzens Glycidic Ester Condensation

5.6 Stobbe Condensation

5.7 Yamaguchi Esterification

5.8 Reformatsky Reaction (Reformatskii Reaction)

Chapter 6 Reactions Yielding Heterocyclic Compounds and Derivatives

6.1 Paterno-Buchi Reaction

6.2 Chichibabin Reaction (Amination of Nitrogen Heterocycles)

6.3 Bischler Napieralski Reaction

6.4 Fischer Indole Synthesis

6.5 Bartoli Reaction (Bartoli Indole Synthesis)

6.6 Hegedus Indole Synthesis

Chapter 7 Reactions Yielding Halogen/Derivatives

7.1 Hydroboration

7.2 Wohl-Ziegler Bromination

7.3 Haloform Reaction

7.4 Hell-Volhard-Zelinsky Reaction

Chapter 8 Miscellaneous Reactions

8.1 Wolff Rearrangement

8.2 Bucherer Reaction

8.3 Robinson-Gabriel Synthesis

8.4 Fishcer Oxazole Synthesis.

8.5 Smiles Rearrangement

8.6 Diazo Coupling (Diazo Compounds)

8.7 Claisen Ester Condensation

8.8 Sharpless Epoxidation (Epoxy Alcohol)

8.9 Chapmann Rearrangement

8.10 Overmann Rearrangement

8.11 Gabriel Synthesis

8.12 Diels-Alder Reaction

8.13 Ullmann Reaction

Section III Rearrangements: Classification and Mechanism

Chapter 1 Rearrangements Induced by Cationic or Electron Deficient Sites (Carbon)

1.1 Wagner-Meerwein Rearrangement

1.2 Pinacol Rearrangement

1.3 Tiffeneau-Demjanov Rearrangement

1.4 Allylic Rearrangement

Chapter 2 Rearrangements to Electron Deficient Hetero Atom

2.1 Rearrangements to Cationic Oxygen

2.1.1 Baeyer-Villiger Oxidation

2.1.2 Darkin Rearrangement

2.2 Rearrangements to Electron Deficient Nitrogen

2.2.1 Beckmann Rearrangement

2.2.2 Hoffmann Rearrangement

2.2.3 Schmidt Rearrangement

2.2.4 Lossen Rearrangement

2.2.5 Curtius Rearrangement

Chapter 3 Rearrangements to Acyl Carbenes

3.1 Criegee Rearrangement

Chapter 4 Rearrangements Induced by Bases or Electron Rich Sites (Carbon)

4.1 Benzylic Acid Rearrangement

4.2 Wittig Rearrangement

4.3 Steven Rearrangement

4.4 Favorskii Rearrangement

4.5 Neber Rearrangement

Chapter 5 Rearrangements Occurring by Addition-Elimination Mechanism

5.1 Payne Rearrangement

5.2 Grob Rearrangement/Grob Fragmentation

5.3 Sommelet Hauser Rearrangement

Chapter 6 Rearrangements in Pericyclic Reactions

6.1 Cope Rearrangement

6.2 Claisen Rearrangement

Chapter 7 Aromatic Rearrangements

7.1 Fries Rearrangement

7.2 Riemer-Tiemann Reaction

7.3 Benzidine Rearrangement

Section IV Organic Reactions and Their Mechanisms

Chapter 1 Substitution Reactions

1.1 Aliphatic Nucleophilic Substitution

1.2 Aromatic Nucleophilic Substitution

1.3 Electrophilic Aromatic Substitution.

1.4 Electrophilic Aliphatic Substitution

1.5 Free Radical Substitution Reaction

1.6 Neighbouring Group Participation

Chapter 2 Elimination Reactions

2.1 Beta-Elimination Reactions-Bimolecular or E2 Elimination

2.2 Beta-Elimination Reactions-Unimolecular or E1 Elimination

2.3 E1cB Elimination Reaction-Conjugate Base Unimolecular Elimination

2.4 Internal Elimination (Ei)

Chapter 3 Addition Reactions

3.1 Electrophilic Addition Reactions (Addition of Hydrogen Halides to Alkenes)

Chapter 4 Pericyclic Reactions

4.1 Electrocyclic Reactions

4.2 Cycloadditions

4.3 Cheletropic Reactions

4.4 Sigmatropic Reactions or Rearrangements

Appendix 1 Claisen and Cope Related Rearrangements

Appendix 2 Claisen and Cope Related Rearrangements

Index.

Notes:

Bibliographic Level Mode of Issuance: Monograph

Includes bibliographical references and index.

OCLC:

923311072