ISSN:
1573-9171
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract The kinetics of hydrolysis of aliphatic ketone di-tert-butylperoxyketals R1R2C=O, R1, R2=CH3, CH3; CH3, C2H5; CH3, n-C3H7; CH3, n-C6H13; CH3, i-C5H10; CH3, i-C4H9; C2H5, i-C3H7; n-C4H9, n-C4H9; CH3, C6H5-CH2, in dioxane in the presence of H2SO4 were investigated by IR spectroscopy. It was found that the reaction is reversible and takes place according to the equation R1R2C· (OOC(CH3)3)2 + H2O;H+ R1R2C=O + 2HOOC(CH3)3. The proposed mechanism of hydrolysis includes the fast, quasiequilibrium formation of protonated peroxyketal and subsequent formation of the alkylperoxycarbenium ion. A three-parameter correlation equation is proposed for describing the initial rates of hydrolysis of R1R2C(oo-t-Bu)2 peroxyketals.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00958834
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