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

Research output: Contribution to journalArticle

9 Citations (Scopus)

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 languageEnglish
Pages (from-to)1431-1437
Number of pages7
JournalZeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
Volume47
Issue number10
DOIs
Publication statusPublished - 1 Oct 1992

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Photochemical reactions
Photodegradation
Crotonates
Fluorescence
Quantum yield
Carboxylic Acids
Isomers
Methanol
Esters
Spectroscopy
Kinetics
fuberidazole
benzimidazole

Keywords

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

Cite this

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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.",
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Photochemistry of 2-(2-Furyl)-benzimidazole (Fuberidazole). / Melo, M. J.; Pina, Fernando; Maçanita, António L.; Melo, Eurico C.; Herrmann, Christiane; Förster, Rolf; Koch, Helmut; Wamhoff, Heinrich.

In: Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, Vol. 47, No. 10, 01.10.1992, p. 1431-1437.

Research output: Contribution to journalArticle

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.

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