Reaction of aromatic compounds with nucleophiles in liquid ammonia. XIII. Orientation of hydroxylation of 2-halonitrobenzenes by potassium hydroxide was written by Malykhin, E. V.;Kolesnichenko, G. A.;Shteingarts, V. D.. And the article was included in Zhurnal Organicheskoi Khimii in 1991.Computed Properties of C6H4BrNO3 This article mentions the following:
The reaction of 2-FC6H4NO2 with KOH and O2 in liquid NH3 gave 2-HOC6H4NO2. However, 2-ClC6H4NO2 and 2-BrC6H4NO2 undergo substitution not only at halogen, but also at H-atoms in ortho and/or para position to the NO2 group. 2-BrC6H4NO2 also gave significant amounts of products derived from reductive dehalogenation, e.g., PhNO2 and 4-HOC6H4NO2. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-nitrophenol (cas: 76361-99-4Computed Properties of C6H4BrNO3).
3-Bromo-2-nitrophenol (cas: 76361-99-4) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Computed Properties of C6H4BrNO3
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary