Selective colorimetric assay of cyanide ions using a thioamide-based probe containing phenol and pyridyl groups

Eun Joo Song, Soojin Kim, Gyeong Jin Park, Sol Ji Park, Ye Won Choi, Cheal Kim, Jinheung Kim

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

The selective assay of cyanide ions with a thioamide compound (HNPTU) containing phenol and pyridine as a chemosensor is reported using absorbance changes in a buffered aqueous solution (50 mM HEPES, pH 7.4) containing ethanol. Upon treatment with cyanide ions, the colorless solution of HNPTU turned yellow. No significant changes were observed with other comparable anions, such as F-, Cl-, Br-, I-, and CH3COO-. The color change of HNPTU upon treatment with CN- was maintained even in the presence of the comparable monovalent anions. The complex stability constant (Ka = 2.6 × 103) for the stoichiometric 1:1 complexation of HNPTU with cyanide ions was obtained based on absorbance titrations. The interaction of HNPTU with cyanide ions was proposed to be deprotonation, as shown by NMR and Cu(II) treatment experiments.

Original languageEnglish
Pages (from-to)6965-6968
Number of pages4
JournalTetrahedron Letters
Volume55
Issue number51
DOIs
StatePublished - 17 Dec 2014

Bibliographical note

Funding Information:
This work was supported by the National Research Foundation of Korea Grant funded by the Korea Government ( NRF-2013R1A2A2A03015101 , 2012001725 , and 2012008875 ).

Publisher Copyright:
©2014 Elsevier B.V. All rights reserved.

Keywords

  • Colorimetric sensor
  • Cyanide ion
  • Deprotonation
  • Phenol
  • Pyridyl

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