Reaction of aromatic N-oxides with dipolarophiles. XVI. Cycloaddition behavior of aromatic N-oxides toward electron-deficient allenes and x-ray structure of the 1,4-dipolar cycloadduct was written by Hisano, Takuzo;Harano, Kazunobu;Matsuoka, Toshikazu;Matsuzaki, Tatsuya;Eto, Masashi. And the article was included in Chemical & Pharmaceutical Bulletin in 1991.Computed Properties of C7H9NO This article mentions the following:
In connection with the pericyclic reaction of pyridine N-oxides with dipolarophiles, the cycloaddition behavior of some aromatic N-oxides toward electron-deficient allenes was investigated. In the reaction of 2-phenylpyridine N-oxide with di-Me 2,3-pentadienedioate, the 2,3-dihydropyridine type 1:1 cycloadducts I, which resulted from 1,5-sigmatropic rearrangement of the primary cycloadduct, were isolated. The reaction of 3,5-dihalopyridine N-oxides with the allene gave the dehydrohalogenated cycloadducts II (R = Cl, Br). The reaction of 3,5-dimethylpyridine N-oxide with the allene caused deoxygenation to give 3,5-dimethylpyridine, which in turn reacted with two mols. of the allene to give 1:2 cycloadduct (1,4-dipolar cycloaddition product) III. The mol. structure of III was determined by single crystal x-ray anal. The observed reaction behaviors are discussed in terms of frontier MO considerations. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Computed Properties of C7H9NO).
3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of 閳?8.7 鑴?10閳? cm3璺痬ol閳?.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ璺痬ol閳? in the liquid phase and 140.4 kJ璺痬ol閳? in the gas phase. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Computed Properties of C7H9NO