Highly selective hydrazone based reversible colorimetric chemosensors for expeditious detection of CN− in aqueous media

Mondal, Jahangir; Manna, Amit Kumar; Patra, Goutam Kumar

doi:10.1016/j.ica.2018.01.013

Cited by 35 publications

(5 citation statements)

References 52 publications

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“…[ 34 ] They play a role in the treatment of Alzheimer's disease [ 35,36 ] and inhibit the corrosion of mild steel in acidic media. [ 37 ] They are also used in the detection of some ions [ 38,39 ] and as colorimetric chemosensors for expeditious detection of CN − in aqueous media, [ 40 ] as well acting as a catalyst in several reactions. [ 41,42 ] Because of the broad applications of quinoline and acetohydrazide derivatives, this study aimed to synthesize mononuclear Mn 2+ and Cu 2+ , and binuclear VO 2+ , Co 2+ , Ni 2+ , Cu 2+ , and Zn 2+ complexes with a new chelator, N ′‐(4‐fluorobenzylidene)‐2‐(quinolin‐2‐yloxy) acetohydrazide.…”

Section: Introductionmentioning

confidence: 99%

Transition metal complexes derived fromN′‐(4‐fluorobenzylidene)‐2‐(quinolin‐2‐yloxy) acetohydrazide: Synthesis, structural characterization, and biocidal evaluation

El‐Saied

Shakdofa

Al‐Hakimi

et al. 2020

Applied Organom Chemis

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complexes of a synthetic novel hydrazone containing a quinoline moiety were prepared. The composition and structure of the prepared compounds were elucidated by spectral and analytical techniques. The results reveal that all complexes were formed in 1:1 mole ratio except Mn 2+ and Cu 2+ complexes (3) and (7), which were formed in 1 M:2 L mole ratio. It was also found that the ligand binds the metal ions via NO donor sites as a monobasic bidentate chelator in all complexes through the enolic carbonyl oxygen and azomethine nitrogen atoms. The electronic absorption spectra and magnetic moment data demonstrated square pyramidal and octahedral geometries for the VO 2+ and Ni 2+ complexes, respectively, while the other complexes adopted tetrahedral geometry. The thermal decomposition of the complexes was discussed in relation to structure. The thermal analysis data demonstrated that all complexes were decomposed in one, two, three or four stages starting with the dehydration process, removal of coordination water molecules or elimination of anions and ended with the formation of the metal oxide. The bactericidal activities of the prepared compounds demonstrated that hydrazone (1) exerted a highly inhibitory effect against B. subtilis while VO 2+ , Co 2+ , and Cu 2+ complexes (2), (4), and (7) showed an inhibitory effect against E. coli more than the tetracycline. Additionally, the inhibitory effect of the prepared compound against A. niger showed that the Cu 2+ complex (6) is the most active while the Ni 2+ , Cu 2+ , and Zn 2+ complexes (5-8) exhibited an extremely inhibitory effect against C. albicans.

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Section: Introductionmentioning

confidence: 99%

Transition metal complexes derived fromN′‐(4‐fluorobenzylidene)‐2‐(quinolin‐2‐yloxy) acetohydrazide: Synthesis, structural characterization, and biocidal evaluation

El‐Saied

Shakdofa

Al‐Hakimi

et al. 2020

Applied Organom Chemis

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“…Interaksi reseptor (E)-4-((2(2,4-dinitrophenyl)hydrazineylidene)methyl)-2methoxyphenol dengan anion sianida dapat dilihat pada Gambar 11. Interaksi reseptor hidrazon dengan anion sianida dapat terjadi melalui ikatan hidrogen dan deptotonasi yang terjadi pada gugus amina (Mondal et al, 2018) dan kemodosimeter yang terjadi C=N (Pati, 2016) . Interaksi antara reseptor dengan anion sianida melalui ikatan hidrogen terjadi pada 7-10 ekuivalen yang dapat dilihat berdasarkan perubahan warna yang dihasilkan, sedangkan kemodosimeter pada gugus hidrazon terjadi pada penambahan 20 ekuivalen anion sianida dengan ditandai munculnya puncak baru pada panjang gelombang maksimum 472 nm (Gambar 10).…”

Section: Alat Dan Bahanunclassified

Senyawa Hidrazone dari Vanilin-DNPH Sebagai Sensor Kolorimetri Anion Sianida

Suharman

Rahayu

2020

ALCHEMY J.Pen.Kim

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Senyawa hidrazon (E)-4-((2-(2,4-dinitrophenyl)hydrazineylidene)methyl)-2-methoxyphenol telah disintesis dari vanilin dan 2,4-dinitrofenilhidrazin (DNPH). Uji sensor anion dilakukan dengan menambahkan anion F-, Cl-, Br-, I-, CN-, SO42-, CO32-, CH3COO- dan H2PO4- dalam pelarut asetonitril. Uji limit deteksi reseptor (E)-4-((2-(2,4-dinitrophenyl)hydrazineylidene)methyl)-2-methoxyphenol terhadap anion sianida dilakukan dalam pelarut asetonitril. Hasil uji sensor anion menunjukan bahwa reseptor selektif terhadap anion sianida dengan menghasilkan perubahan warna dari kuning ke merah. Hasil analisa dengan spektrofotometer UV-Vis reseptor memberikan perubahan panjang gelombang dari 395 nm menjadi 472 nm pada penambahan anion sianida. Reseptor (E)-4-((2-(2,4-dinitrophenyl)hydrazineylidene)methyl)-2-methoxyphenol dapat mendeteksi anion CN- dengan limit deteksi sebesar 7 mM. A Hydrazone Compound from Vanillin-DNPH as Colorimetric Sensor of Cyanide Anion. A hydrazone compound (E)-4-((2-(2,4-dinitrophenyl)hydrazineylidene)methyl)-2-methoxyphenol has been synthesized from vanillin and 2,4-dinitrophenylhydrazine (DNPH). The anion sensor study were done by adding Br-, CN-, F-, SO42-, Cl-, I- , CO32-, CH3COO- and H2PO4- anion in acetonitrile solvent. The detection limit study of receptor E)-4-((2-(2,4-dinitrophenyl)hydrazineylidene)methyl)-2-methoxyphenol for cyanide anion was carried out in acetonitrile. The result of anion sensor study shows that the receptor was selective to cyanide anion by providing change of color from yellow to red. The analysis result using spectrophotometer ultraviolet-visible of the receptor provided change of maximum wavelength from 395 nm to 472 nm when the cyanide anion was added. Receptor (E)-4-((2-(2,4-dinitrophenyl) hydrazineylidene)methyl)-2-methoxyphenol can detect CN- with limit of detection 7 mM.<div> </div>

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“…1 Cyanide (CN − ) is an especially toxic anion, as people exposed to it die within a few minutes. 2 CN − is widely applied in industrial production despite its toxicity, which can cause serious pollution in water. 3−5 In addition, some foods, such as bitter almonds, potatoes, and cassava, are regarded as poisonous if HCN in the form of cyanogenic glycosides exceeds 200 ppm.…”

Section: Introductionmentioning

confidence: 99%

“…The development of sensors to detect anions has attracted the increasing attention of many chemical industry researchers because anions play important roles in many fields, such as health, biology, medicine, chemical processes, and the environment . Cyanide (CN – ) is an especially toxic anion, as people exposed to it die within a few minutes . CN – is widely applied in industrial production despite its toxicity, which can cause serious pollution in water. − In addition, some foods, such as bitter almonds, potatoes, and cassava, are regarded as poisonous if HCN in the form of cyanogenic glycosides exceeds 200 ppm.…”

Section: Introductionmentioning

confidence: 99%

Reversible and Selective Turn-on Fluorescent and Naked-Eye Colorimetric Sensor to Detect Cyanide in Tap Water, Food Samples, and Living Systems

Chen

Zhang

Qiao

et al. 2020

Ind. Eng. Chem. Res.

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The identification of CN– in water, seeds, and biological systems has, because of its high toxicity, attracted the increasing attention of many chemical industry researchers. In the work, a novel highly selective and reversible sensor, MMY, was shown to recognize CN– effectively. The color and fluorescent changes verified the interaction of MMY with CN–, and the fluorescence lifetime of MMY was also changed upon addition of CN–. A mode of interaction of MMY with CN– based on the results of various experiments was speculated. The LOD of MMY toward CN– was 9.4 × 10–10 M, lower than the concentration of CN– deemed acceptable by the WHO (World Health Organization) and the U.S. EPA (United States Environmental Protection Agency). MMY showed good reversibility and reusability for detecting CN–. In addition, test slips and silica plates were both earned by ourselves, which were able to recognize CN– qualitatively. Additionally, MMY could recognize CN– in tap water quantitatively with the use of a smartphone APP. Interestingly, MMY was also used to detect CN– in seeds. It was valid to image CN– in Caenorhabditis elegans and mice with a vivid “turn-on” fluorescence. MMY thus can circulate in the bloodstream.

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Highly selective hydrazone based reversible colorimetric chemosensors for expeditious detection of CN− in aqueous media

Cited by 35 publications

References 52 publications

Transition metal complexes derived fromN′‐(4‐fluorobenzylidene)‐2‐(quinolin‐2‐yloxy) acetohydrazide: Synthesis, structural characterization, and biocidal evaluation

Transition metal complexes derived fromN′‐(4‐fluorobenzylidene)‐2‐(quinolin‐2‐yloxy) acetohydrazide: Synthesis, structural characterization, and biocidal evaluation

Senyawa Hidrazone dari Vanilin-DNPH Sebagai Sensor Kolorimetri Anion Sianida

Reversible and Selective Turn-on Fluorescent and Naked-Eye Colorimetric Sensor to Detect Cyanide in Tap Water, Food Samples, and Living Systems

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