Document Detail

Protonation-dissociation reactions of imazamethabenz-methyl and imazamethabenz-Acid in relation to their soil sorption and abiotic degradation.
MedLine Citation:
PMID:  19904942     Owner:  NLM     Status:  In-Process    
This paper present ultraviolet-visible absorption spectra of imazamethabenz-methyl (IMBM) (mixture of the isomers methyl 6-[(RS)-4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl]-m-toluate, m-imazamethabenz, and methyl 2-[(RS)-4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl]-p-toluate, p-imazamethabenz) and the corresponding carboxylic acid, imazamethabenz-acid (IMBA). The spectral characteristics are determined as functions of the pH. The appreciable absorbance in the visible (or near-ultraviolet) region of the spectra indicates that the natural photolytic degradation is possible. From variations of the maximum absorbances of the bands, the pK values of 3.4 +/- 0.2 and 9.4 +/- 0.2 were obtained for protonation of the imidazol (=N-) nitrogen and dissociation of the NH imidazol nitrogen of IMBM, respectively. For IMBA, the dissociation pK of the carboxylic group is very close to that of the imidazol (=N-) nitrogen, both being close to 3.3. The dissociation pK of the NH imidazol nitrogen for IMBA is 9.6 +/- 0.2. The role of the acid-base reactions on the sorption on soils of these herbicides is discussed.
Sara Pintado; Mercedes Ruiz Montoya; José Miguel Rodríguez Mellado
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Journal of agricultural and food chemistry     Volume:  57     ISSN:  1520-5118     ISO Abbreviation:  J. Agric. Food Chem.     Publication Date:  2009 Dec 
Date Detail:
Created Date:  2009-12-02     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0374755     Medline TA:  J Agric Food Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  11292-6     Citation Subset:  IM    
Departamento de Quimica Fisica y Termodinamica Aplicada, Facultad de Ciencias, Campus Universitario Rabanales, edificio Marie Curie, Universidad de Cordoba, E-14014 Cordoba, Spain.
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