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Etude du mécanisme de la réaction des dérivés phosphométhyléniques et des phosphobétaïnes avec le benzaldéhyde
Author(s) -
Fliszár S.,
Hudson R. F.,
Salvadori G.
Publication year - 1963
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19630460512
Subject(s) - chemistry , betaine , benzaldehyde , catalysis , medicinal chemistry , dissociation (chemistry) , stereochemistry , organic chemistry
In the reaction between triphenyl phosphomethylene and benzaldehyde, the decomposition of the intermediate betaine is very slow compared with its rate of formation, and at 40° in chloroform, the dissociation of the betaine into the initial reactants can be followed. On the other hand, the first stage in the reaction between betaines of the type, Ph 3 PCHCOR, and benzaldehyde is the slow one. The rate of reaction is determined by the p Ka of the corresponding phosphonium salt according to the B RÖNSTED catalysis law.