3-Bromo-5-tert-butyl-2-hydroxybenzaldehyde

Abstract

The mol­ecular conformation of the title compound, C11H13BrO2, is stabilized by an intra­molecular O—H⋯O hydrogen bond. All non-H atoms except the methyl groups lie approximately in a common plane (r.m.s. deviation = 0.011 Å).

3-Bromo-2-hydroxybenzaldehyde

“…aldehyde group meta to it on the aryl ring, with an O•••O distance of 2.6364 (16) Å and O-H•••O angle of 154 (2)°. This intramolecular hydrogen bond is common to salicylaldehyde derivatives, having metrical parameters comparable to related structures (viz., 3,5-dibromo-2-hydroxybenzaldehyde; 3,5-dichloro-2-hydroxybenzaldehyde; 3-bromo-5-tert-butyl-2 -hydroxybenzaldehyde(Balasubramani et al, 2011); 2-hydroxy-3-methoxybenzaldehyde(Iwasaki et al, 1976); 2-hydroxy-3-nitrobenzaldehyde(Tang et al, 2010); hydroxybenzaldehyde(Kirchner et al, 2011). While O•••O distances are rather similar in these structures (range: 2.597 (3)-2.713 (6)Å; Δ: 5%), O-H•••O angles are slightly more uneven (range: 143 (2)-163 (2)Å, Δ: 13%) depending on the nature of intermolecular interactions involving the phenol and aldehyde substituents on neighbouring molecules.…”