Chapter I Cyanuric Acid and Derivatives (pages 17–146):
Chapter II Alkyl(Aryl)?s?Triazines (pages 147–184):
Chapter III Monohydroxy, Hydroxyamino, Dihydroxy?s??Triazines and similar Compounds (pages 185–216):
Chapter IV Monoamino? and Diamino?s??Triazines (pages 217–268):
Chapter V Ammelide, Ammeline and similar Compounds (pages 269–308):
Chapter VI Melamine and Substituted Melamines (pages 309–388):
Chapter VII Isocyanuric Acid and Derivatives (pages 389–422):
Chapter VIII Condensed Ring s?Triazine structures (pages 423–472):
Chapter IX Hexahydro?s?Triazines (pages 473–544):
Chapter X Hexamethylenetetramine (pages 545–596):
Chapter XI S?Triazaborane and Its Derivatives (pages 597–626):
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Additional resources for Chemistry of Heterocyclic Compounds: s-Triazines and Derivatives, Volume 13
5") for crystalline cyanuric acid are indicated. 24 A, and that much stronger bonds were formed when the C=O and N-0 bond directions make an angle of about 124" with each other. 87 A. Some of their work1- was carried out with partially deuterated cyanuric acid which was prepared by allowing ordinary cyanuric acid to stand for twenty-four to fortyeight hours in excess deuterium oxide. Maruha,% who has measured the magnetic susceptibility of cyanuric acid, favors the tri-enol structure but suggests that the ionic form (XVII) also contributes to the normal state.
L. Hinkel and G. Summers, J. Chem. ,1952,2813. 11. L. , J. Chem. SOL, 1930, 1834; 1932,2793; 1935,674; 1936, 184; 1940,407; 1949, 1953. 12. L. Siege1 and E. Williams, J. C L m . Phys.. 22, 1147 (1954). 13. F. Halverson and R. Hirt, J. Chem. , 19, 71 1 (1951). 14. R. Hirt and D. Salley, J . Chem. , 21, 1181 (1953). 15. R. Hirt, F. Halverson and R. Schmitt, J. Chem. , 22, 1148 (1954). 16. J. Lancaster and N. Colthup, J . Chem. , 22, 1149 (1954). 17. R. Wilbtatter and T. , 42, 1918 (1909). 18. 0. Diels and M.
111) (XVI tV) Compound (V), cyamelide, is not a triazine but it is frequently encountered in s-triazine chemistry. The cyclic structure (V) is written here for cyamelide but the linear structure postulated by Sidgwick may be the more correct Cyamelide (V) and cyanuric acid (111) Chapter I 34 are interrelated in this manner : heating cyanic acid above 150" gives117 cyanuric acid, but below that temperature cyamelide is the chief product. This transformation has been shownllB to be reversible with heat ; cyamelide can also be used as a more direct sourcello of cyanuric acid by heating it to its decomposition point in concentrated H2S0, and quenching rapidly with water.