By G.A. Swan and D.G.I. Felton
Chapter I basic equipment for the Synthesis of Phenazine, Its Homologs and Derivatives no longer Containing Condensed Nuclei (pages 1–13):
Chapter II Phenazine and Its Homologs (pages 14–27):
Chapter III Hydrogenated Derivatives of Phenazine (pages 28–66):
Chapter IV Substitution items of Phenazine (Excluding Hydroxy and Amino Compounds) (pages 67–79):
Chapter V Hydroxy and Keto Derivatives of Phenazine (pages 80–102):
Chapter VI Amino Derivatives of Phenazine (pages 103–117):
Chapter VII The Safranines (pages 118–148):
Chapter VIII The Indulines and Nigrosines (pages 149–164):
Chapter IX Aniline Black (pages 165–173):
Chapter X The Bacterial Pigments (pages 174–192):
Chapter XI The organic homes of Phenazine and Its Derivatives (pages 193–209):
Chapter XII Monobenzophenazines (pages 211–254):
Chapter XIII Hydroxy and Amino Derivatives of Benzo[a]Phenazines (pages 255–279):
Chapter XIV Hydroxy and Amino Derivatives of Benzo[a]Phenazinum Salts (pages 280–362):
Chapter XV Dibenzo? and Mononaphtho?Phenazines (pages 363–425):
Chapter XVI Polybenzophenazines (pages 426–463):
Chapter XVII Indanthrone and comparable Compounds (pages 464–506):
Chapter XVIII Phenazines Condensed with different Heterocyclic structures (pages 507–547):
Chapter XIX Phenazines Condensed with different Heterocyclic platforms (pages 548–615):
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Extra info for Chemistry of Heterocyclic Compounds: Phenazines, Volume 11
Serebryanyi, V. P. Chernetskii and A. I. Kiprianov, Doklady Akad. 70,645 (1950); through Chem. Abstracts, 45,4249 (1951). , 52. I. J. Pachter and M. C. Kloetzel, J. A m . Chem. , 73, 4958 (1951). Acad. Sci. United Provinces Aera Oudh. 53. B. K. Malaviva and S. Dutt, PYOC. India, 4, 3 19 11935); through Chem. A bstracts, 30, 1056 ( 1936). 54. A. N. Terenin, Acta Physicochim. , 13, 1 (1940); through Chem. Abstracts, 35, 1701 (1941). 55. W. Meigen and W. , 33, 2711 (1900). 56. E. Bamkerger and E. , 25, 3201 (1892).
Although many phenazine derivatives are of great commercial importance, the parent base appears to be of no value up to the present time. 23‘b)Phenazine acts as a sensitizer for film formers such as rubber hydrochlorides and nitrocelluloses, under the action of ultraviolet radiation; an unknown photooxide is thought to be C. Structure Phenazine is isomeric with benzo[c]cinnoline (I) and Claus gave consideration to both rival structures, in view of the formation from (1) calcium azobenzoate, although the above structure was very soon d e d Phenazines 16 out for phenazine.
Structure The phenazinium (formerly phenazonium) salts are quaternary compounds formed by the addition of a univalent hydrocarbon residue and a univalent acid residue to a nitrogen atom of phenazine or one of its derivatives, for example XVIII. "-46 20 Phenazines As in the case of phenazine itself, it has been disputed whether the phenazinium compounds should be given the "symmetrical" (XVII) or "unsymmetrical" (XVIII) formulation. However, the molecule is R X- (XVII) K x- (XVIII) R X- WX) best represented as a resonance hybrid, the principal structures involved being XVTII and XIX.
Chemistry of Heterocyclic Compounds: Phenazines, Volume 11 by G.A. Swan and D.G.I. Felton