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Synthesis and characterization of 2-[(hydroxy(4-nitrophenyl) methyl] cyclohexanone for its potential application as off-on fluorescent sensor for selective cadmium detection

Author Affiliations

  • 1Department of Chemistry, University of Malakand, Chakdara, Lower Dir, Khyber Pakhtunkhwa, Pakistan
  • 2Department of Chemistry, University of Malakand, Chakdara, Lower Dir, Khyber Pakhtunkhwa, Pakistan
  • 3Department of Chemistry, University of Malakand, Chakdara, Lower Dir, Khyber Pakhtunkhwa, Pakistan
  • 4Department of Chemistry, University of Malakand, Chakdara, Lower Dir, Khyber Pakhtunkhwa, Pakistan
  • 5Department of Chemistry, University of Malakand, Chakdara, Lower Dir, Khyber Pakhtunkhwa, Pakistan

Res.J.chem.sci., Volume 7, Issue (8), Pages 7-18, August,18 (2017)

Abstract

2-[hydroxy(4-nitrophenyl)methyl]cyclohexanone (R) has been synthesized, purified (column chromatography) and characterized by 1H NMR. The fluorescence properties of chemosensor (R) were studied in acetonitrile for the sensing of alkali, alkaline and transition metal ions (Mg2+, Cd2+, Ni2+, Zn2+, Ba2+, Co2+, Cu2+, Pb2+, Na1+). Interaction of Cd2+ with chemosensor R displayed a significant fluorescence enhancement as compared to other examined cations. Maximum emission was observed at pH 10. According to job’s plot analysis binding ratio of the complex R-Cd2+ was found to be 1:1. No significant interference was observed in the presence of competitive metal ions. The fluorescence of chemosensor R exhibits a good linear fluorescent response towards Cd2+ in the range 1-140 µM. The chemosensor R showed good binding constant to Cd2+ calculated as 1×106 M-1 using Benesi-Hilderbrand equation. The synthesized fluorescent chemosensor R was used successfully to determine Cd2+ in aqueous solution with a detection limit in µ range.

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