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Echanges isotopiques d'hydrogène T‐H, T‐D, D‐H et H‐D de la diazoacétone et du diazoacétaldéhyde: Vitesse de protonation et effets isotopiques. Communication préliminaire
Author(s) -
Dahn H.,
Malherbe R.,
Beaud P.
Publication year - 1971
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.19710540756
Subject(s) - chemistry , protonation , catalysis , medicinal chemistry , stereochemistry , ion , organic chemistry
The velocities of four acid‐catalysed hydrogen isotope exchange reactions between diazoacetone ( 1 ) and water (T → H, T → D, D → H, and H → D) and of three exchange reactions between diazoacetaldehyde ( 2 ) and water (T → H, T → D, and H → D) have been measured. The exchange D → H of 1 was found to be submit to general acid catalysis (α B = 0.6). The rates of protonation of primary and secondary diazocarbonyl compounds of similar structure were found to be quite similar, in spite of difference in mecanism ( A ‐2 and A‐S E 2, respectively).