Abstract
The kinetics of the hydrolysis of 2-phenylethyl nitrite have been studied in basic aqueous solutions (borate buffer) in the absence and presence of β-cyclodextrin. The observed kinetic trends show that the hydrolysis reaction consists of at least three subsequent processes. The first is a fast acid-base reaction between the boron atom of boric acid and oxygen atom of the alkyl nitrite. The second one should be the nucleophilic attack of hydroxyl ion on the alkyl nitrite. The last process could be referred to as a combination of transfer of hydrogen acid to a water molecule followed by ruptures of nitrogen-oxygen and boron-oxygen bonds. The effect of β- cyclodextrin on each process is also discussed.
Highlights
Cyclodextrins (CDs) are widely used as hosts, owing to their ability to form, in aqueous solution inclusion complexes with small- and medium-sized organic molecules.[1]
The main subject of this paper is the kinetic study of the hydrolysis (Scheme 1) of 2-phenylethyl nitrite (1) at 298 K, in basic media realized by using various boric acid– borate ratios in the absence and presence of β-CD
The collected data show that in the pH range investigated (8.24–10.97) the rate of reaction between boric acid and alkyl nitrite depends roughly on the solution pH, and a value of 0.06 ± 0.03 s-1 can be evaluated for the kinetic constant
Summary
Cyclodextrins (CDs) are widely used as hosts, owing to their ability to form, in aqueous solution inclusion complexes with small- and medium-sized organic molecules.[1]. The main subject of this paper is the kinetic study of the hydrolysis (Scheme 1) of 2-phenylethyl nitrite (1) at 298 K, in basic media (hydroxyl ion concentration in the range 1.76 * 10-6 – 9.31 * 10-4 mol l-1) realized by using various boric acid– borate ratios in the absence and presence of β-CD.
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