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Pyridine-N-oxide is the heterocyclic compound with the formula C 5 H 5 NO. This colourless, hygroscopic solid is the product of the oxidation of pyridine . It was originally prepared using peroxyacids as the oxidising agent.
Pyridine-N-oxides bind to metals through the oxygen. According to X-ray crystallography, the M-O-N angle is approximately 130° in many of these complexes. As reflected by the pKa of 0.79 for C 5 H 5 NOH +, pyridine N-oxides are weakly basic ligands. Their complexes are generally high spin, hence they are kinetically labile.
With a pK a of 5.25 for its conjugate acid, pyridine is about 15x less basic than imidazole. Pyridine is a weak pi-acceptor ligand. Trends in the M-N distances for complexes of the type [MCl 2 (py) 4] 2+ reveal an anticorrelation with d-electron count. [2]
Orellanine is a bipyridine N-oxide. [3] [6] Orellanine displays tautomerism, with the more stable tautomer being the pyridine N-oxide form. [3] [6] Tautomerization of orellanine. The more stable (oxide) form is shown on the left. The chemical structure of synthetically produced orellanine has been confirmed by X-ray crystallography.
Structure of pyridine N-oxide. Oxidation of pyridine occurs at nitrogen to give pyridine N-oxide. The oxidation can be achieved with peracids: [94] C 5 H 5 N + RCO 3 H → C 5 H 5 NO + RCO 2 H. Some electrophilic substitutions on the pyridine are usefully effected using pyridine N-oxide followed by deoxygenation. Addition of oxygen suppresses ...
Pyridine-N-oxide This page was last edited on 12 May 2021, at 07:21 (UTC). Text is available under the Creative Commons Attribution-ShareAlike 4.0 License ...
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In chemistry, a zwitterion (/ ˈ t s v ɪ t ə ˌ r aɪ ə n / TSVIT-ə-ry-ən; from German Zwitter 'hermaphrodite'), also called an inner salt or dipolar ion, [1] is a molecule that contains an equal number of positively and negatively charged functional groups. [2] 1,2-dipolar compounds, such as ylides, are sometimes excluded from the ...