4-Hydroxy-3-methoxy-5-nitroacetophenone (5-nitroapocynin)

Abstract

The title molecule, C9H9NO5, is close to planar (r.m.s. deviation from the mean plane of the non-H atoms = 0.058 Å). The OH group forms a bifurcated O—H...(O,O) hydrogen bond, with the intramolecular component to a nitro O atom and the intermolecular component to a keto O atom, the latter resulting in chains along [20overline{1}]. A C—H...O interaction reinforces the packing.