TY - JOUR
T1 - Photochemistry of 2-(2-Furyl)-benzimidazole (Fuberidazole)
AU - Melo, M. J.
AU - Pina, Fernando
AU - Maçanita, António L.
AU - Melo, Eurico C.
AU - Herrmann, Christiane
AU - Förster, Rolf
AU - Koch, Helmut
AU - Wamhoff, Heinrich
PY - 1992/10/1
Y1 - 1992/10/1
N2 - The photodegradation of 2-(2-Furyl)-benzimidazole (Fuberidazole 1) has been reinvestigated employing advanced HPLC-UV/VIS technique and fluorescence emission and excitation spectroscopy in methanol at natural pH, in acidic medium and in aqueous solutions at pH 7 and 3, and four main products benzimidazole-2-carboxylic acid 3, its methyl ester 2, 1-methoxy benzimidazole 5, methyl 4-oxo-2-benzimidazole crotonate 7 (cis and trans isomers) besides benzimidazole 4 and 2, 2'-bibenzimidazole 6 and other side products have been isolated and characterized. The kinetics of the photodegradation process was followed independently by HPLC-UV and fluorescence emission showing a significant similarity of the curve habit; this allows to monitor a photodegradation at very low concentrations (5 • 10-5—5 • 10-6 M). The quantum yield of disappearance of Fuberidazole has been determined.
AB - The photodegradation of 2-(2-Furyl)-benzimidazole (Fuberidazole 1) has been reinvestigated employing advanced HPLC-UV/VIS technique and fluorescence emission and excitation spectroscopy in methanol at natural pH, in acidic medium and in aqueous solutions at pH 7 and 3, and four main products benzimidazole-2-carboxylic acid 3, its methyl ester 2, 1-methoxy benzimidazole 5, methyl 4-oxo-2-benzimidazole crotonate 7 (cis and trans isomers) besides benzimidazole 4 and 2, 2'-bibenzimidazole 6 and other side products have been isolated and characterized. The kinetics of the photodegradation process was followed independently by HPLC-UV and fluorescence emission showing a significant similarity of the curve habit; this allows to monitor a photodegradation at very low concentrations (5 • 10-5—5 • 10-6 M). The quantum yield of disappearance of Fuberidazole has been determined.
KW - 2-(2-Furyl)-benzimidazole
KW - Fluorescence Emission
KW - Fuberidazole
KW - HPLC Separation
KW - Photodegradation
UR - http://www.scopus.com/inward/record.url?scp=21144480375&partnerID=8YFLogxK
U2 - 10.1515/znb-1992-1014
DO - 10.1515/znb-1992-1014
M3 - Article
AN - SCOPUS:21144480375
SN - 0932-0776
VL - 47
SP - 1431
EP - 1437
JO - Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
JF - Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
IS - 10
ER -