Base-Catalyzed Reactions of Hydrocarbons and Related Compounds - 1st Edition - ISBN: 9780125571500, 9780323144827

Base-Catalyzed Reactions of Hydrocarbons and Related Compounds

1st Edition

Authors: Herman Pines
eBook ISBN: 9780323144827
Imprint: Academic Press
Published Date: 1st January 1977
Page Count: 602
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Base-Catalyzed Reactions of Hydrocarbons and Related Compounds focuses on the use of bases as catalysts for the conversion of hydrocarbons and related compounds. In order to emphasize the broad scope of base-catalyzed reactions, examples dealing with the conversion of non-hydrocarbons are given.

Comprised of 14 chapters, this book begins with a historical overview of base-catalyzed conversions of hydrocarbons, followed by a discussion on the isomerization of olefins, acetylenes, and allenes, as well as the dimerization and oligomerization of hydrocarbons. The reader is then introduced to a variety of reactions, including those between aromatic hydrocarbons and olefins and between alkylpyridines and alkenylpyridines; homogeneous carbon-carbon addition reactions; and reactions of aprotic solvents with olefins. Subsequent chapters explore carbon-carbon addition of olefins with miscellaneous compounds; addition of ammonia, amines, and anilines to olefinic hydrocarbons; hydrogenation and oxygenation; dehydrogenation, aromatization, and hydrogen transfer; and dehydration of alcohols.

This monograph will be of interest to chemists.

Table of Contents


Abbreviations Used

1 Introduction

1.1 Historical Background

1.2 Acidity of Weak Acids

1.3 Catalysts


2 Isomerization of Olefins

2.1 Introduction

2.2 Isomerization of Monoalkenes

2.3 Dienes and Polyenes

2.4 Isomerization of Heterosubstituted Monoalkenes

2.5 Cycloisomerization


3 Isomerization of Acetylenes and Allenes

3.1 Introduction

3.2 Aliphatic Monoacetylenes

3.3 Cycloalkynes

3.4 Isomerization to Terminal Acetylenes

3.5 Isomerization of Polyfunctional Acetylenic Hydrocarbons

3.6 Isomerization of Heterosubstituted Monoacetylenes

3.7 Cycloisomerization


4 Dimerization and Oligomerization

4.1 Introduction

4.2 Hydrocarbons

4.3 α,β-Unsaturated Esters and Nitriles


5 Reactions of Aromatic Hydrocarbons with Olefins

5.1 Introduction

5.2 Alkylation of Aromatic Hydrocarbons

5.3 Alkenylation of Alkylbenzenes

5.4 Aralkylation of Alkylbenzenes

5.5 Aralkylation of Polycyclic Aromatic Hydrocarbons


6 Reactions of Alkylpyridines and Alkenylpyridines

6.1 Introduction

6.2 Alkylation

6.3 Alkenylation

6.4 Aralkylation of Alkylpyridines with Styrenes

6.5 Disproportionation and Transaralkylation Reactions

6.6 Reactions of 2- and 4-Alkylpyridines with 2- and 4-Vinylpyridine

6.7 Cyclization of ω-Pyridyl-1-alkenes


7 Homogeneous Carbon-Carbon Addition Reactions

7.1 Introduction

7.2 Addition of Alkylaromatic Compounds to Conjugated Hydrocarbons

7.3 Reactions of Butadiene with Nitriles, Carbonyl Compounds and Aromatic Hydrocarbons

7.4 Dimerization of 1,4-Dihydronaphthalene


8 Reactions of Aprotic Solvents with Olefins

8.1 Introduction

8.2 N-Methyl-2-pyrrolidone and N-Methyl-2-piperidone with Olefins and Diolefins

8.3 Dimethyl Sulfoxide with Hydrocarbons and Related Compounds

8.4 Ethers


9 Carbon-Carbon Addition of Olefins with Miscellaneous Compounds

9.1 Saturated Carboxylic Acid Salts with Ethylene

9.2 Cyanoethylation of Cyclic Dienic Hydrocarbons

9.3 Alkenylation and Aralkylation of Aldimines


10 Addition of Ammonia, Amines, and Anilines to Olefinic Hydrocarbons

10.1 Introduction

10.2 Amination of Olefins

10.3 Amination of Conjugated Dienes and Vinylaromatics

10.4 Anilination of Olefins


11 Hydrogenation

11.1 Introduction

11.2 Hydrogenation of Ethylene

11.3 Hydrogenation of Higher Hydrocarbons

11.4 Hydrogen-Deuterium Exchange Reactions


12 Dehydrogenation, Aromatization, and Hydrogen Transfer

12.1 Introduction

12.2 Aromatization

12.3 Aromatization of Germinal Alkylcyclohexadienes and Their Isomers

12.4 Hydrogen Transfer

12.5 Hydrogen Transfer Accompanying Miscellaneous Reactions


13 Oxidation

13.1 Introduction

13.2 Triton B Catalyst

13.3 Alumina-Sodium Methoxide Catalyst

13.4 Alkali Metal Alkoxide-Solvent Catalyst Systems


14 Dehydration of Alcohols

14.1 Introduction

14.2 β,γ- and γ,δ-Unsaturated Alkanols

14.3 β,γ- and γ,δ-Unsaturated Cycloalkanols

14.4 Unsaturated Sesqui- and Diterpeneols

14.5 Aromatic Alcohols


Author Index

Subject Index


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© Academic Press 1977
Academic Press
eBook ISBN:

About the Author

Herman Pines

Northwestern University Evanston, Illinois

Affiliations and Expertise

Northwestern University

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