Bulletin of the Academy of Sciences of the USSR Division of Chemical Science p. 581 - 585 (1991)
Update date:2022-08-05
Topics:
Bazhenova, L. N.
Filyakova, V. I.
Kirichenko, V. E.
Pashkevich, K. I.
The kinetics of hydrolysis of fluoroalkyl-containing β-aminovinyl ketones R1C(O)CHC(NHR3)R2, in which the substituents CF3 and HCF2CF2 are in the ketone (R1) or enamine parts of the molecule (R2), was studied.In acid (pH < 5) and alkaline (pH > 10) media, they hydrolyze with the formation of the corresponding amines and β-diketones.In an alkaline medium, the β-diketones undergo cleavage to fluorinated acids and methyl ketones.The rate constants of hydrolysis in an acid medium change within a range of four orders, depensdng on the nature of the substituents.The presence of a fluoroalkyl group at the enamine reaction center increases the hydrolysis rate.In an alkaline medium, the rate constants vary within one order.
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