Anthracenes nitro

The photochemistry of unsaturated nitro compounds has been investigated by Chapman and co-workers.<63) Photolysis of 9-nitro-anthracene in degassed solutions leads to anthraquinone and 10,10 -bianthrone ... 

Wahrend fiber weitere Reduktionen von Nitro-arenen unter Erhalt der Nitro-Funktion wenig bekannt ist, liefert die Behandlung von 10-Hydroxy-9-nitro-anthracen mit konz. Schwefelsaure unter formaler Reduktion des Aren-Systems 9,10-Anthrachinon in 95%iger Ausbeute6. 

Battegay and Brandt [181a] succeeded in nitrating anthracene to 9-nitro-anthracene with 70% yield by heating anthracene with pyridine nitrate and excess of pyridine to 125°C. Naphthalene was nitrated to a-nitronaphthalene (40% yield) at 130°C in presence of zinc chloride. 

It was further suggested that the rearrangement was intramolecular, by analogy with the mass-spectrometric results which showed a loss of NO from the molecular ion of the )3-nitrostyrene. A similar comparison of photochemical and mass spectrometric behaviour was reported for 9-nitro-anthracene (Chapman et al., 1966b). 

CA 33, 3781(1939)(Anthracene reacts with N2O4 in CHCI3 at 0° 20-30°, yielding 40% 9 10-dinitro- and 4-8% 9-nitro-anthracene)... 

Nitro-anthracene. Nilro-,anthracene may be oxidized to nitro-... 

In additional studies Meisenheimer found (36) that when 9-nitro-anthracene is shaken with 5% potassium methoxide in methanol at room temperature, a salt, IV, is formed. This salt can be brominated... 

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