2025 : 4 : 21
Sadegh Khazalpour

Sadegh Khazalpour

Academic rank: Associate Professor
ORCID:
Education: PhD.
ScopusId: 55022908300
HIndex:
Faculty: Faculty of Chemistry and Petroleum Sciences
Address:
Phone:

Research

Title
Green electrochemical nitration of Quercetin
Type
Presentation
Keywords
Green electrochemical nitration of Quercetin
Year
2019
Researchers ، Sadegh Khazalpour ، . .

Abstract

Nitro aromatic compounds are valuable materials because of their applications in the preparation of chemical intermediates for the synthesis of dyes, plastics, perfumes, energetic materials, and pharmaceuticals [1,2]. Chemical and electrochemical procedures are reported for nitration of aromatic compounds [3]. Quercetin is the flavonoid bioactive compound. Flavonoid derivatives are present in many vegetables and fruits and are constituent of many common pharmaceuticals and dietary supplement [4,5]. Electrochemistry provides very versatile means for the electrosynthesis, mechanistic and kinetic studies. To the best of our knowledge, and despite the importance of these compounds in numerous scientific fields, there are no reports on the electrochemical nitration of Quercetin. Herein, we describe a green electrochemical synthesis of a novel nitro compound. In this work, electrochemical oxidation of Quercetin has been studied in the presence of nitrite ion as a nucleophile in acetate buffer solution (c = 0.2 M, pH = 6.0), by means ofcyclic voltammetry and controlled-potential coulometry. The results indicate the participation of produced o-benzoquinones in Michael reaction with nitrite ion (in the divided cell) to form the corresponding nitro diol (EC mechanism). The purity of product and characterization was done using 1H NMR, 13C NMR, FTIRspectroscopic techniques. The presented strategies use a water/ethanol mixture as solvent. Ethanol as cosolvent was also used in the previous studies because of its low cost, safety, easy availability, recyclability, bioproductability, and biodegradability. These strategies represent a one-pot and facile process for the synthesis of new nitro compound in high yield and purity under green conditions.