Electric Literature of C9H7NO2. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 8-Hydroxyquinoline 1-oxide, is researched, Molecular C9H7NO2, CAS is 1127-45-3, about Intramolecular hydrogen bonding in 8-quinolinol N-oxides, quinaldinic acid N-oxides and quinoline-2-carboxyamide N-oxide. Deuterium isotope effects on 13C chemical shifts. Author is Dziembowska, Teresa; Rozwadowski, Zbigniew; Hansen, Poul Erik.
Secondary isotope effects on 13C chem. shifts have been measured in a series quinolinols, quinaldinic acid N-oxides and quinoline-2-carboxyamide N-oxide. For 8-quinolinol N-oxides a good correlation was found between δOH and nΔC(OD) isotope effects. The OH and 13C chem. shifts and nΔC(OD) show very small temperature dependences. The primary isotope effects are small, pos. and temperature insensitive. Furthermore, they increase with increasing nΔC(OD). All features point towards a localized hydrogen bond in an asym. double well potential. The quinaldinic acid N-oxides show long-range isotope effects on 13C chem. shifts of both signs with 2ΔC=O(OD) rather small. The primary isotope effects of the quinaldinic acid N-oxide is of order of 0.5 ppm, whereas for its 4-ethoxy-derivative is smaller, ∼0.3 ppm. The OH chem. shifts resonate at the low field ∼18-20 ppm and the OH resonance is fairly broad at room temperature, especially for the 4-ethoxy-derivative The temperature effects on the chem. shifts, primary and secondary isotope effects are small. For quinaldinic acid N-oxides the asym. broad quasi-single potential is suggested.For quinoline-2-carboxyamide N-oxide the isotope effects are small, indicating rather weak hydrogen bond.
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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider