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An NMR study of the decomposition of a 2,2‐disubstituted thiazolidine. Kinetic evidence for a schiff base intermediate
Author(s) -
Pesek Joseph J.,
NiyatiShirkhodaee Fatemeh,
Kashefi Mohammad
Publication year - 1985
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.5570220550
Subject(s) - chemistry , schiff base , thiazolidine , decomposition , base (topology) , kinetic energy , entropy of activation , medicinal chemistry , computational chemistry , organic chemistry , stereochemistry , reaction rate constant , kinetics , mathematical analysis , physics , mathematics , quantum mechanics
The p H‐rate profile for the decomposition of 2,2,5,5‐tetramethyl‐4‐thiazolidinecarboxylic acid is used to identify the presence of a Schiff base intermediate. Activation parameters for the reaction are reported at various p H's and in particular the negative values of entropy support the presence of a carbinolamine in the rate‐determining step.