5-Ethoxy-1,2-benzoquinone 2-Oxime

Abstract

The structure of the title compound, C8H9NO3, has been determined in order to compare the molecular structures of uncomplexed and complexed 5-alkoxy-l,2-benzoquinone 2-oxime, and those of 5-alkoxy-and 5-alkylamino-l,2-benzoquinone 2-oxime. The title compound has a stronger quinoid character than the 5-methoxy derivative complexed to cobalt(Ill) and shows less charge delocalization than the 5-alkylamino derivative.

3-Methoxy-1,4-benzoquinone 4-Oxime

“…Release of short and long bonds within the hexaatomic ring clearly indicate that the quinoid structure (I) prevails. In addition, the bond lengths of the carbonyl and oxime groups compare well with expected values for a quinone monooxime structure (Carugo, Charalambous, Raghvani & Sardone, 1996). No charge delocalization involving the methoxy group is observed since the O2--C2 (O2'm C2') bond length is within the expected range for single O----Csp2 bonds (Allen et al, 1987).…”

3-Methoxy-1,4-benzoquinone 4-Oxime

“…Release of short and long bonds within the hexaatomic ring clearly indicate that the quinoid structure (I) prevails. In addition, the bond lengths of the carbonyl and oxime groups compare well with expected values for a quinone monooxime structure (Carugo, Charalambous, Raghvani & Sardone, 1996). No charge delocalization involving the methoxy group is observed since the O2--C2 (O2'm C2') bond length is within the expected range for single O----Csp2 bonds (Allen et al, 1987).…”

3-Methoxy-1,4-benzoquinone 4-Oxime

“…Release of short and long bonds within the hexaatomic ring clearly indicate that the quinoid structure (I) prevails. In addition, the bond lengths of the carbonyl and oxime groups compare well with expected values for a quinone monooxime structure (Carugo, Charalambous, Raghvani & Sardone, 1996). No charge delocalization involving the methoxy group is observed since the O2--C2 (O2'm C2') bond length is within the expected range for single O----Csp2 bonds (Allen et al, 1987).…”

3-Methoxy-1,4-benzoquinone 4-Oxime

“…Release of short and long bonds within the hexaatomic ring clearly indicate that the quinoid structure (I) prevails. In addition, the bond lengths of the carbonyl and oxime groups compare well with expected values for a quinone monooxime structure (Carugo, Charalambous, Raghvani & Sardone, 1996). No charge delocalization involving the methoxy group is observed since the O2--C2 (O2'm C2') bond length is within the expected range for single O----Csp2 bonds (Allen et al, 1987).…”