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Abstract
Nitration of three isomeric dibenzanthrones, 13H-dibenzo[a,de]-anthracene-13-one(3), 7H-benzo[hi]chrysene-7-one(4), and 7H-dibenzo[a,kl]anthracene-7-one(5), with concentrated nitric acid was studied under various conditions. The nitration of (3) at 15 °C in 1,1,2,2-tetrachloroethane gave the 5-nitro derivative. The nitration of (4) in boiling acetic acid produced the 9-nitro derivative. The nitration of (5) at 70 °C in acetic acid gave the 5-nitro derivative. These nitro compounds are very useful in synthesizing undecacyclic aromatic hydrocarbons.