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EQUILIBRIA IN COMPLEXES OF N-HETEROCYCLIC MOLECULES. PART 30. REACTION OF 5-NITRO-1,10-PHENANTHROLINE WITH AQUEOUS BASES
Gillard, R. D.,Houghton, Roy P.,Tucker, John N.
, p. 2102 - 2107 (1980)
In water and in dimethyl sulphoxide, hydroxide anion adds reversibly to position 6 of 5-nitro-1,10-phenanthroline to give an anion whose equilibrium constant of formation (in water) at 20 deg C is 1.2 +/- 0.1 dm3 mol -1.When heated in aqueous media, this anion rearranges to the anion of the mono-oxime of 1,10-phenanthroline-5,6-quinone.A further reaction then affords ammonia in high yield and whose nitrogen atom is derived entirely from the nitro-group of the nitrophenanthroline, and 4,5-diazafluoren-9-one as the major organic product.
