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Thiophene and Its Derivatives, Volume 3



Thiophene and Its Derivatives, Volume 3

Howard D. Hartough

ISBN: 978-0-470-37554-9 January 1952 552 Pages


The Chemistry of Heterocyclic Compounds, since its inception, has been recognized as a cornerstone of heterocyclic chemistry. Each volume attempts to discuss all aspects – properties, synthesis, reactions, physiological and industrial significance – of a specific ring system. To keep the series up-to-date, supplementary volumes covering the recent literature on each individual ring system have been published. Many ring systems (such as pyridines and oxazoles) are treated in distinct books, each consisting of separate volumes or parts dealing with different individual topics. With all authors are recognized authorities, the Chemistry of Heterocyclic Chemistry is considered worldwide as the indispensable resource for organic, bioorganic, and medicinal chemists.

Preface vii

I. General Discussion 1

II. Biological and Pharmacological Activity of Thiophene and Its Derivatives 29
By F. F. Blicke

III. Synthesis and Physical Properties of Thiophene and Its Homologs 47

IV. Molecular Structure and Spectroscopy of Thiophene and Its Derivatives 81
By Frank P. Hochgesang

V. Factors Affecting Substitution Reactions in the Thiophene Nucleus 143

VI. Alkylation, Polymerization, Hydrogenation and Miscellaneous Reac­tions of Thiophene 159

VII. Halothiophenes and Haloalkylthiophenes 173

VIII. The Nitro-and Aminothiophenes 219

IX. Thiophene Compounds Containing Nitrogen in the Side Chain 241

X. Hydroxythiophenes, Thienylalkanols, Alkoxythiophenes, and Thienyl-alkyl Ethers 287

XI. Aldo and Keto Derivatives of Thiophene 307

XII. Carboxy Derivatives of Thiophene 363

XIII. Sulfur Derivatives of Thiophene 417

XIV. Metal and Miscellaneous Metalloid Derivatives of Thiophene 439

XV. Synthesis and Properties of Di- and Polythienyls and Arylthiophenes 459

XVI. Selenophene, Tetrahydroselenophene, Tellurophene, and Tetrahydrotellurophene 479