Health & Environmental Research Online (HERO)


Print Feedback Export to File
6965741 
Journal Article 
Solubility of Phenylboronic Acid and its Cyclic Esters in Organic Solvents 
Leszczynski, P; Hofman, T; Sporzynski, A; , 
2020 
Yes 
Journal of Solution Chemistry
ISSN: 0095-9782
EISSN: 1572-8927 
SPRINGER/PLENUM PUBLISHERS 
NEW YORK 
49 
6 
814-824 
English 
WOS:000538338500002 
The solubilities of phenylboronic acid, its pinacol ester and azaester in organic solvents (chloroform, 3-pentanone, acetone, dipropyl ether and methylcyclohexane) have been determined experimentally by a dynamic method, in which the disappearance of turbidity was determined by measuring of light intensity using a luminance probe. Phenylboronic acid has high solubility in ether and ketones, moderate in chloroform and very low in hydrocarbon. Pinacol ester and azaester show better solubility than the parent acid in all tested solvents. For pinacol ester differences between particular solvents are small, while for azaester the differences are significant. For both esters the highest solubility is observed in chloroform and the lowest in the hydrocarbon. The results have been correlated by the Wilson, NRTL and Redlich-Kister equations. For the phenylboronic acid better correlation of the data is obtained by polynomials in comparison with the above equations. It is connected with additional acid-anhydride equilibrium in the system. The influence of polarity of the solvents on the solubility is discussed. 
Boronic acids; Boronic esters; NRTL equation; Redlich–Kister equation; Solubility; Wilson equation