The Nitrile Oxides: Versatile Tools of Theoretical and Preparative Chemistry: Organische Chemie in Einzeldarstellungen, cartea 13

I: Introduction.- A. Definition, Nomenclature.- B. History.- C. General Properties.- II: Physical Properties.- A. General.- B. Electronic Spectra.- III: Preparation.- A. General.- B. Formonitrile Oxide (Fulminic Acid) and Derivatives.- C. Other Nitrile Oxides.- D. Preparation in situ.- E. Functional Groups in Nitrile Oxides.- IV: Chemical Reactions Involving Only the Nitrile Oxide.- A. Isomerization to Isocyanates.- B. Deoxygenation to Nitriles.- C. Polymerization.- V: Addition Reactions Leading to Cyclic Structures: 1,3-Dipolar Cycloadditions.- A. General.- B. Reactions with C=C Derivatives.- C. Reactions with C?C Derivatives.- D. Reactions with C=O and C=S Compounds.- E. Reactions with C = N Compounds.- F. Reactions with Nitriles.- G. Reactions with Other Unsaturated Systems.- VI: Addition Reactions Leading to Open-Chain Structures; 1,3-Additions.- A. General.- B. Addition of Hydrogen.- C. Addition of Water (Hydrolysis).- D. Addition of Alcohols and Phenols.- E. Addition of Sulfides and Thiols.- F. Addition of Inorganic and Organic Acids and their Derivatives.- G. Addition of Ammonia and its Derivatives.- H. Addition of Azide, Cyanide and Thiocyanate Ions ..- I. Addition of Metallo-Organic Compounds.- K. Addition of Free Radicals.- L. Other Addition Reactions.- VII: Miscellaneous Reactions.- VIII: Physiological Properties and Applications of Nitrile Oxides.- IX: Tabular Survey.