The Formation of Monomeric and Dimeric Nitro Nitrates in the Reaction of Phenanthrene With Nitrogen Dioxide: X-Ray Crystal Structure of trans-10-Nitro-9,10-dihydrophenanthren-9-yl Nitrate

Abstract

Reaction of phenanthrene (1) with nitrogen dioxide in benzene solution gives the dimeric nitro nitrate (3), trans and cis nitro nitrates (7) and (8), and 9-nitro- (4), 3-nitro- (5) and 1-nitro-phenanthrene (6). The X-ray crystal structure of the trans nitro nitrate (7) is reported. The effect of the phenanthrene (1) concentration on product yields is reported. Gas-liquid chromatography results for the nitro nitrates (3) and (7) point to difficulties in using this technique for product analyses in reactions of phenanthrene (1) with nitrogen dioxide.