Electron collision-induced rearrangement in α-substituted N-heterocycles was written by Neuner-Jehle, N.. And the article was included in Tetrahedron Letters in 1968.Quality Control of 2-Phenoxypyridine This article mentions the following:
Mass spectra were observed for nine α-substituted N-heterocyclic compounds (MXR) (where XR represents the α-substituent, R is a Me or Ph portion of the substituent). Fragment ions whose masses correspond to MR+ were observed with high relative yields (MXR and relative intensity of MR fragment % given): 2-dimethylaminopyridine, 87; 2-dimethylaminoquinoline, 84; 6-dimethylamino-5-azaazulene, 61; 6-dimethylaminopurine, 100; 2-acetylpyridine, 24; 2-benzoylpyridine, 87; 2-benzoylpyrrole, 8; 2-benzoylindole, 5. For the ether, 2-phenoxypyridine, the fragment ion C10H9N, 49% relative intensity, was observed. The X group (NMe or CO) was lost except from the ether where a C atom is also lost. A mol. rearrangement is induced by electron collision. The R group migrates to the heterocyclic N. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Quality Control of 2-Phenoxypyridine).
2-Phenoxypyridine (cas: 4783-68-0) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Quality Control of 2-Phenoxypyridine