Photochemistry of 2-(2-Furyl)-benzimidazole (Fuberidazole)

M. J. Melo; Fernando Pina; António L. Maçanita; Eurico C. Melo; Christiane Herrmann; Rolf Förster; Helmut Koch; Heinrich Wamhoff

doi:10.1515/znb-1992-1014

Photochemistry of 2-(2-Furyl)-benzimidazole (Fuberidazole)

M. J. Melo, Fernando Pina, António L. Maçanita, Eurico C. Melo, Christiane Herrmann, Rolf Förster, Helmut Koch, Heinrich Wamhoff

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Abstract

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.

Original language	English
Pages (from-to)	1431-1437
Number of pages	7
Journal	Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
Volume	47
Issue number	10
DOIs	https://doi.org/10.1515/znb-1992-1014
Publication status	Published - 1 Oct 1992

Keywords

2-(2-Furyl)-benzimidazole
Fluorescence Emission
Fuberidazole
HPLC Separation
Photodegradation

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Photochemistry of 2-(2-Furyl)-benzimidazole (Fuberidazole)Final published version, 5.69 MBLicence: CC BY

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title = "Photochemistry of 2-(2-Furyl)-benzimidazole (Fuberidazole)",

abstract = "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.",

keywords = "2-(2-Furyl)-benzimidazole, Fluorescence Emission, Fuberidazole, HPLC Separation, Photodegradation",

author = "Melo, \{M. J.\} and Fernando Pina and Ma{\c c}anita, \{Ant{\'o}nio L.\} and Melo, \{Eurico C.\} and Christiane Herrmann and Rolf F{\"o}rster and Helmut Koch and Heinrich Wamhoff",

year = "1992",

month = oct,

day = "1",

doi = "10.1515/znb-1992-1014",

language = "English",

volume = "47",

pages = "1431--1437",

journal = "Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences",

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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 - https://www.scopus.com/pages/publications/21144480375

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 -

Photochemistry of 2-(2-Furyl)-benzimidazole (Fuberidazole)

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Keywords

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