Studying the Electrochemical Behavior of 2-amino-4-methylphenol in the Presence of Penicillin Amine Using Cyclic Voltammetry Technique
محورهای موضوعی : Physical Chemistry & Electrochemistry
Davood Kaviani
1
(Young Researchers and Elite Club, East Tehran Branch, Islamic Azad University, Tehran, Iran)
Majid Saghi
2
(Department of chemistry, Faculty of science, Arak branch, Islamic Azad University, Arak, Iran)
Maryam Agha Mohammadi
3
(Department of chemistry, Faculty of science, Arak branch, Islamic Azad University, Arak, Iran)
Mohammad Hosein Bigtan
4
(Department of chemistry, Faculty of science, Arak branch, Islamic Azad University, Arak, Iran)
کلید واژه: 2-amino-4-methylphenol, Electrochemical, Penicillin amine, Voltammetry Technique,
چکیده مقاله :
The studies performed about electrochemical oxidation 2-amino-4-methylphenol indicate that ortho-quinone yielded through oxidation of this chemical compound was unstable and it could be used as Michael acceptor under solvent influences, carrier electrolyte, additives and could be transformed into the various compounds in the form of 1-4 addition Michael reaction. Based on this, in the paper firstly electrochemical oxidation of 2-amino-4-methylphenol in the water has been studied. Then the electrochemical behavior of the compound has been assessed in the presence of nucleophile Penicillin amine under different conditions. The studies indicate that the above compounds could be transformed to new derivatives in the presence of Penicillin amine and phosphate buffer with concentration of 0.2 M and pH=7 during the EC mechanism. Using electrochemical data obtained by performing studies, electrolysis of 2-amino-4-methylphenol has been made in the presence of Penicillin amine, which is served as nucleophile and the product has been yielded with suitable practical efficiency. In all cases in order to optimize the electrolysis conditions and to determine the mechanism, cyclic voltammetry (CV) and Controlled Potential Coulometer (CPC) were utilized.
[1] H. Yin, Q. Ma, Y. Zhou, S. Ai, L. Zhu, Electrochemical behavior and voltammetric determination of 4-aminophenol based on graphene–chitosan composite film modified glassy carbon electrode, Electrochimica Acta, 55 (2010) 7102–7108.
[2] A. Rahat, M. R. Nateghi, Electrochemical Impedance Spectroscopy Of Poly(2-Amino-4-methylphenol) Film Electrodes In Aqueous And Organic Solutions, The 10th Iranian biennial electrochemistry seminar, Razi university, Kermanshah, Iran, (2012).
[3] J. Peisach , W. E. Blumberg, A mechanism for the action of penicillamine in the treatment of Wilson’s disease. Molecular pharmacology 5 (1969) 200–209.
[4] J.K. Aronson, Meyler’s side effects of analgesics and anti-inflammatory drugs. Amsterdam, Elsevier Science. p. 613, (2010).
[5] C. W. Parker, J. Shapiro, M. Kern, H.Eisen, N. Hypersensitivity to penicillenic acid derivatives in human beings with penicillin allergy, J. Exp. Med. 4, (1962) 821–838.
[6] Allen J. Bard, L. R. Faulkner, Electrochemical Methods Fundamentals and Applications, Wiley, (2000).
[7] R. S. Nicholson, I. Shain, Theory of Stationary Electrode Polarography. Single Scan and Cyclic Methods Applied to Reversible, Irreversible, and Kinetic Systems, Anal.Chem. 36 (1964) 706–723.
[8] J, Heinze, Cyclic Voltammetry-Electrochemical Spectroscopy, New Analytical Methods(25), Angewandte Chemie International Edition in English, 23 (11), (1984), 831–847.
[9] T.Nomura, G. Nakagawa, Tensammetric determination of microgram amounts of EDTA using a catalytic oxidation of 2-amino-4-methylphenol with vanadium,j. Cryst.Eng.Comm 8 (2006) 751-755
[10] D. Nematollahi , M. Rafiee, L. Futuhi , Mechanistic Study of Homogeneous Reactions Coupled with Electrochemical Oxidation of Catechols, J. Iran. Chem. Soc.6 (2009) 448-476.
[11[A. Bolognese, R.Liberatore, W. Schäfer, Oxidation of 2-amino-4-methylphenol in acidic medium, J. Heterocyclie. Che.26(1989) 1083–1087.
