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Kinetic study on the conversion of pyridine‐ and quinolinecarboxylic acids to the corresponding trichloromethyl compounds
Author(s) -
Takahashi Kazuyuki,
Takeda Koichi,
Mitsuhashi Keiryo
Publication year - 1978
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570150632
Subject(s) - chemistry , thionyl chloride , phosphorus pentachloride , pyridine , reaction rate constant , kinetic energy , chloride , medicinal chemistry , ring (chemistry) , picolinic acid , organic chemistry , kinetics , physics , quantum mechanics
The reaction rates of the conversion of various substituted picolinic and quinaldinic acids to the corresponding trichloromethylpyridines and quinolines by treatment with phosphorus pentachloride in refluxing thionyl chloride have been measured, and the apparent second‐order kinetic constants determined. The logarithmic rate constants (log k) were found to be linear with the basicities (pKa) of the unsaturated ring nitrogens in the substrates. The reaction constant, p, of the conversion was estimated.