HYDROLYSIS OF PHENYL PICOLINATE AT THE MINERAL WATER INTERFACE

被引:69
作者
TORRENTS, A
STONE, AT
机构
[1] Department of Geography and Environmental Engineering, The Johns Hopkins University, Baltimore
关键词
D O I
10.1021/es00013a016
中图分类号
X [环境科学、安全科学];
学科分类号
08 ; 0830 ;
摘要
As part of a study of the effect of mineral surfaces on the chemical transformation of organic chemicals, hydrolysis of a pesticide-like compound, phenyl picolinate (PHP) was examined in aqueous suspensions of amorphous silica (SiO2), gamma-aluminum oxide (Al2O3), anatase (TiO2), hematite (Fe2O3), and goethite (FeOOH) in the absence of light. TiO2 and FeOOH caused a significant increase in PHP hydrolysis rate in comparison to homogeneous solution. As the oxide loading increased, a corresponding increase in the rate of hydrolysis was observed. SiO2, Al2O3, and Fe2O3 exhibited no surface-catalyzed hydrolysis. Although the extent of PHP adsorption was small (less than 5% of total PHP), adsorption was necessary in order for surface-catalyzed hydrolysis to occur. Hydrolysis of the isomer phenyl isonicotinate was not promoted by any of the oxide surfaces examined. These results indicate that adsorption of PHP occurs through chelate formation with surface metal centers involving the heterocyclic nitrogen and the carbonyl oxygen. Surface chelate formation is not possible for phenyl isonicotinate. Surface chelate formation involving PHP activates the carbonyl carbon toward hydrolytic attack in a way similar to metal ion catalysis observed in homogeneous solution.
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页码:143 / 149
页数:7
相关论文
共 38 条
[1]   METAL-ION CATALYSIS OF S-ETHYL THIOOXALATE HYDROLYSIS [J].
ANGELICI, RJ ;
LESLIE, DB .
INORGANIC CHEMISTRY, 1973, 12 (02) :431-434
[2]   ADSORPTION OF POTENTIAL-DETERMINING IONS AT FERRIC OXIDE-AQUEOUS ELECTROLYTE INTERFACE [J].
ATKINSON, RJ ;
POSNER, AM ;
QUIRK, JP .
JOURNAL OF PHYSICAL CHEMISTRY, 1967, 71 (03) :550-&
[3]   Adsorption of gases in multimolecular layers [J].
Brunauer, S ;
Emmett, PH ;
Teller, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1938, 60 :309-319
[4]  
Buckingham D. A., 1977, BIOL ASPECTS INORGAN
[5]   METAL-HYDROXIDE PROMOTED HYDROLYSIS OF ACTIVATED ESTERS - HYDROLYSIS OF 2,4-DINITROPHENYL ACETATE AND 4-NITROPHENYL ACETATE [J].
BUCKINGHAM, DA ;
CLARK, CR .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1982, 35 (02) :431-436
[6]   SURFACE IONIZATION AND COMPLEXATION AT OXIDE-WATER INTERFACE .1. COMPUTATION OF ELECTRICAL DOUBLE-LAYER PROPERTIES IN SIMPLE ELECTROLYTES [J].
DAVIS, JA ;
JAMES, RO ;
LECKIE, JO .
JOURNAL OF COLLOID AND INTERFACE SCIENCE, 1978, 63 (03) :480-499
[7]  
DAVIS JA, 1978, ENVIRON SCI TECHNOL, V12, P1209
[8]   HYDROLYSIS KINETICS OF ORGANIC-CHEMICALS ON MONTMORILLONITE AND KAOLINITE SURFACES AS RELATED TO MOISTURE-CONTENT [J].
ELAMAMY, MM ;
MILL, T .
CLAYS AND CLAY MINERALS, 1984, 32 (01) :67-73
[9]   METAL-ION RECOGNITION IN LIGANDS WITH NEGATIVELY CHARGED OXYGEN DONOR GROUPS - COMPLEXATION OF FE(III), GA(III), IN(III), AL(III), AND OTHER HIGHLY CHARGED METAL-IONS [J].
EVERS, A ;
HANCOCK, RD ;
MARTELL, AE ;
MOTEKAITIS, RJ .
INORGANIC CHEMISTRY, 1989, 28 (11) :2189-2195
[10]   INTRAMOLECULAR GENERAL-BASE-CATALYZED HYDROLYSIS AND AMINOLYSIS OF ESTER BOND BY IMIDAZOLE AND QUINOLINE BASES [J].
FELTON, SM ;
BRUICE, TC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (24) :6721-&