8-Bromo-naphthalen-1-amine

Acta Crystallogr Sect E Struct Rep Online. 2008 May 3;64(Pt 6):o977. doi: 10.1107/S1600536808012580.

Abstract

The title compound, C(10)H(8)BrN, was obtained by slow addition of sodium azide to 8-bromo-1-naphthoic acid, followed by addition of aqueous ammonia. The crude product was crystallized from petroleum ether to give pink crystals. Compared to other 1,8-disubstituted naphthalene compounds, this compound exhibits less strain between the 1 and 8 substituents. Additionally, the NH protons form both intra- and inter-molecular hydrogen bonds. The naphthalene units are arranged in a herring-bone stacking motif.