A new colorimetric sensor based on semithiocarbazone for some anions: 2-(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)-N-phenylhydrazine-1-carbothioamide

Carbazones are molecules containing important functional groups in designing anion chemosensors due to proton donor and acceptor sites in their structures. In this paper, we synthesize a novel colorimetric receptor with 1,3-dioxo-indene and thiosemicarbazone moieties by the reaction of ninhydrin and...

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Main Author: Fatma Aydın
Format: Article
Language:English
Published: Tokat Gaziosmanpasa University 2023-08-01
Series:Journal of New Results in Science
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Online Access:https://dergipark.org.tr/en/download/article-file/3309432
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author Fatma Aydın
author_facet Fatma Aydın
author_sort Fatma Aydın
collection DOAJ
description Carbazones are molecules containing important functional groups in designing anion chemosensors due to proton donor and acceptor sites in their structures. In this paper, we synthesize a novel colorimetric receptor with 1,3-dioxo-indene and thiosemicarbazone moieties by the reaction of ninhydrin and 4-phenyl-thiosemicarbazide in quantitative yield. We then identify its structure by means of FT-IR, $^{1}$H-NMR, $^{13}$C-NMR, and MS spectroscopic techniques. Moreover, we observe the reaction of the title compound with biologically important F$^¯$, OAc$^¯$, CN$^¯$, H2PO4$^¯$, and OH$^¯$ anions in the presence of other anions, such as Cl$^¯$, Br$^¯$, I$^¯$, SCN$^¯$, and OCl$^¯$ in dimethylsulfoxide solution through a color change from yellow to orange-red that can easily be distinguished even by the naked eye under ambient light. Finally, we evaluate the anion-sensing ability of the title compound via UV-vis spectroscopic studies.
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institution Kabale University
issn 1304-7981
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publisher Tokat Gaziosmanpasa University
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series Journal of New Results in Science
spelling doaj-art-bb3eeac47fe3429aa090017fa4777a172025-08-20T03:44:14ZengTokat Gaziosmanpasa UniversityJournal of New Results in Science1304-79812023-08-0112210811710.54187/jnrs.1338019142A new colorimetric sensor based on semithiocarbazone for some anions: 2-(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)-N-phenylhydrazine-1-carbothioamideFatma Aydın0https://orcid.org/0000-0002-7219-6407Çanakkale Onsekiz Mart UniversityCarbazones are molecules containing important functional groups in designing anion chemosensors due to proton donor and acceptor sites in their structures. In this paper, we synthesize a novel colorimetric receptor with 1,3-dioxo-indene and thiosemicarbazone moieties by the reaction of ninhydrin and 4-phenyl-thiosemicarbazide in quantitative yield. We then identify its structure by means of FT-IR, $^{1}$H-NMR, $^{13}$C-NMR, and MS spectroscopic techniques. Moreover, we observe the reaction of the title compound with biologically important F$^¯$, OAc$^¯$, CN$^¯$, H2PO4$^¯$, and OH$^¯$ anions in the presence of other anions, such as Cl$^¯$, Br$^¯$, I$^¯$, SCN$^¯$, and OCl$^¯$ in dimethylsulfoxide solution through a color change from yellow to orange-red that can easily be distinguished even by the naked eye under ambient light. Finally, we evaluate the anion-sensing ability of the title compound via UV-vis spectroscopic studies.https://dergipark.org.tr/en/download/article-file/33094324-phenylsemithiocarbazideninhydrinanion receptoruv-vis titrationnaked eye
spellingShingle Fatma Aydın
A new colorimetric sensor based on semithiocarbazone for some anions: 2-(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)-N-phenylhydrazine-1-carbothioamide
Journal of New Results in Science
4-phenylsemithiocarbazide
ninhydrin
anion receptor
uv-vis titration
naked eye
title A new colorimetric sensor based on semithiocarbazone for some anions: 2-(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)-N-phenylhydrazine-1-carbothioamide
title_full A new colorimetric sensor based on semithiocarbazone for some anions: 2-(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)-N-phenylhydrazine-1-carbothioamide
title_fullStr A new colorimetric sensor based on semithiocarbazone for some anions: 2-(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)-N-phenylhydrazine-1-carbothioamide
title_full_unstemmed A new colorimetric sensor based on semithiocarbazone for some anions: 2-(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)-N-phenylhydrazine-1-carbothioamide
title_short A new colorimetric sensor based on semithiocarbazone for some anions: 2-(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)-N-phenylhydrazine-1-carbothioamide
title_sort new colorimetric sensor based on semithiocarbazone for some anions 2 1 3 dioxo 1 3 dihydro 2h inden 2 ylidene n phenylhydrazine 1 carbothioamide
topic 4-phenylsemithiocarbazide
ninhydrin
anion receptor
uv-vis titration
naked eye
url https://dergipark.org.tr/en/download/article-file/3309432
work_keys_str_mv AT fatmaaydın anewcolorimetricsensorbasedonsemithiocarbazoneforsomeanions213dioxo13dihydro2hinden2ylidenenphenylhydrazine1carbothioamide
AT fatmaaydın newcolorimetricsensorbasedonsemithiocarbazoneforsomeanions213dioxo13dihydro2hinden2ylidenenphenylhydrazine1carbothioamide