Base-Catalyzed Reactions of Hydrocarbons and Related Compounds

Base-Catalyzed Reactions of Hydrocarbons and Related Compounds

1st Edition - January 1, 1977

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  • Author: Herman Pines
  • eBook ISBN: 9780323144827

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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

  • Preface

    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

Product details

  • No. of pages: 602
  • Language: English
  • Copyright: © Academic Press 1977
  • Published: January 1, 1977
  • Imprint: Academic Press
  • eBook ISBN: 9780323144827

About the Author

Herman Pines

Northwestern University Evanston, Illinois

Affiliations and Expertise

Northwestern University

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