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Mechanistic investigation of the catalyzed vapor-phase formation of pyridine and quinoline bases using 13CH2O, 13CH3OH, and deuterium-labeled aldehydes by J.R. Calvin; R.D. Davis; C.H. McAteer is a Materials Science article available to read on EtoBox.
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Solid-acid catalyzed vapor-phase reactions forming pyridine and b-picoline, aand g-picoline, and 8-methylquinoline (8-MeQ) and 3,8dimethylquinoline (3,8-DMQ) were examined using labeled feeds ( 13 C, 2 H) combined with NMR spectroscopy. In the presence of 13 CH 2 O, amorphous silica-alumina (S-A) converted CH 3 CHO-CH 2 O-NH 3 feed (480 8C) to pyridine containing 13 C-4 (major) and 13 C-2 (minor). Coproduct b-picoline contained 13 C-4 and 13 CH 3 (major) and 13 C-2 and 13 C-6 (minor). Replacing 13 CH 2 O by 13 CH 3 OH led to subtle changes in the levels of 13 C incorporation due to an induction period during which methanol converts to formaldehyde equivalent. Pyridine and bpicoline formation require a common propenimine intermediate that either condenses with aldehyde/imine species (major route) or undergoes Michael additions (minor route). Use of 13 CH 3 OH and either ZnO/S-A or H + -MFI led to similar patterns of 13 C incorporation, albeit at lower levels than S-A. Reaction of acrolein-D 2 O-ND 3 (S-A, 480 8C) gave predominantly 3,5-dideuteriopyridine, 3-methyl-5-deuteriopyridine, and 3-deuteriomethyl-5-deuteriopyridine from imines (CH 2 CDCHND, CD 3 CHND, and CH 2 ND) formed in
Who reads Mechanistic investigation of the catalyzed vapor-phase formation of pyridine and quinoline bases using 13CH2O, 13CH3OH, and deuterium-labeled aldehydes?
It is typically read by researchers, students, and practitioners in Materials Science.
- Author
- J.R. Calvin; R.D. Davis; C.H. McAteer
- Publisher
- Elsevier Science; Elsevier ; Elsevier BV (ISSN 0926-860X)
- Published
- 2005
- Language
- EN
- Field
- Materials Science (Physical Sciences)