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Kinetics and mechanism for oxime formation from 2‐quinolinecarboxaldehyde
Author(s) -
Calzadilla M.,
Malpica A.,
Diaz P. M.
Publication year - 1996
Publication title -
international journal of chemical kinetics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.341
H-Index - 68
eISSN - 1097-4601
pISSN - 0538-8066
DOI - 10.1002/(sici)1097-4601(1996)28:9<687::aid-kin7>3.0.co;2-r
Subject(s) - chemistry , oxime , kinetics , dehydration , limiting , conjugate , ion , medicinal chemistry , organic chemistry , biochemistry , mechanical engineering , physics , quantum mechanics , mathematical analysis , mathematics , engineering
Oxime formation from 2‐quinolinecarboxaldehyde occurs with rate‐limiting carbinolamine dehydration under both acidic and neutral conditions. Carbinolamine dehydration occurs via a transition state bearing a single positive charge, similar to the corresponding reaction for 2‐pyridinecarboxaldehyde and unlike the same reaction for 2‐, 3‐, and 4‐formyl‐1‐methylpyridinium ions and for the conjugate acids of 3‐ and 4‐pyridinecarboxaldehydes. © 1996 John Wiley & Sons, Inc.