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Radiolysis of paracetamol in dilute aqueous solution

Abstract

Using radiolytic experiments hydroxyl radical (main reactant in advanced oxidation processes) was shown to effectively destroy paracetamol molecules. The basic reaction is attachment to the ring. The hydroxy-cyclohexadienyl radical produced in the further reactions may transform to hydroxylated paracetamol derivatives or to quinone type molecules and acetamide. The initial efficiency of aromatic ring destruction in the absence of dissolved O{sub 2} is c.a. 10%. The efficiency is 2-3 times higher in the presence of O{sub 2} due to its reaction with intermediate hydroxy-cyclohexadienyl radical and the subsequent ring destruction reactions through peroxi radical. Upon irradiation the toxicity of solutions at low doses increases with the dose and then at higher doses it decreases. This is due to formation of compounds with higher toxicity than paracetamol (e.g. acetamide, hidroquinone). These products, however, are highly sensitive to irradiation and degrade easily. - Highlights: Black-Right-Pointing-Pointer Paracetamol is easily degraded in aqueous solution by low dose irradiation. Black-Right-Pointing-Pointer Main degradation products are hydroxylated molecules, acetamide and hydroquinone. Black-Right-Pointing-Pointer Toxicity of solutions goes through a maximum as a function of dose.
Authors:
Szabo, Laszlo; [1]  Budapest University of Technology and Economics, Budapest (Hungary)]; Toth, Tuende; [2]  Homlok, Renata; [1]  Takacs, Erzsebet; [1]  Wojnarovits, Laszlo [1] 
  1. Institute of Isotopes, Hungarian Academy of Sciences, Budapest (Hungary)
  2. Budapest University of Technology and Economics, Budapest (Hungary)
Publication Date:
Sep 15, 2012
Product Type:
Journal Article
Resource Relation:
Journal Name: Radiation Physics and Chemistry (1993); Journal Volume: 81; Journal Issue: 9; Conference: 12. Tihany symposium on radiation chemistry, Zalakaros (Hungary), 27 Aug - 1 Sep 2011; Other Information: Copyright (c) 2011 Elsevier Science B.V., Amsterdam, The Netherlands, All rights reserved.; Country of input: International Atomic Energy Agency (IAEA)
Subject:
38 RADIATION CHEMISTRY, RADIOCHEMISTRY AND NUCLEAR CHEMISTRY; ACETAMIDE; AQUEOUS SOLUTIONS; BENZOQUINONES; DOSES; EFFICIENCY; HYDROXYL RADICALS; LOW DOSE IRRADIATION; OXIDATION; RADIOLYSIS; TOXICITY
OSTI ID:
22019789
Country of Origin:
United Kingdom
Language:
English
Other Identifying Numbers:
Journal ID: ISSN 0969-806X; CODEN: RPCHDM; Other: PII: S0969-806X(11)00434-8; TRN: GB12R8172105761
Availability:
Available from http://dx.doi.org/10.1016/j.radphyschem.2011.11.036
Submitting Site:
INIS
Size:
page(s) 1503-1507
Announcement Date:
Jan 11, 2013

Citation Formats

Szabo, Laszlo, Budapest University of Technology and Economics, Budapest (Hungary)], Toth, Tuende, Homlok, Renata, Takacs, Erzsebet, and Wojnarovits, Laszlo. Radiolysis of paracetamol in dilute aqueous solution. United Kingdom: N. p., 2012. Web. doi:10.1016/J.RADPHYSCHEM.2011.11.036.
Szabo, Laszlo, Budapest University of Technology and Economics, Budapest (Hungary)], Toth, Tuende, Homlok, Renata, Takacs, Erzsebet, & Wojnarovits, Laszlo. Radiolysis of paracetamol in dilute aqueous solution. United Kingdom. doi:10.1016/J.RADPHYSCHEM.2011.11.036.
Szabo, Laszlo, Budapest University of Technology and Economics, Budapest (Hungary)], Toth, Tuende, Homlok, Renata, Takacs, Erzsebet, and Wojnarovits, Laszlo. 2012. "Radiolysis of paracetamol in dilute aqueous solution." United Kingdom. doi:10.1016/J.RADPHYSCHEM.2011.11.036. https://www.osti.gov/servlets/purl/10.1016/J.RADPHYSCHEM.2011.11.036.
@misc{etde_22019789,
title = {Radiolysis of paracetamol in dilute aqueous solution}
author = {Szabo, Laszlo, Budapest University of Technology and Economics, Budapest (Hungary)], Toth, Tuende, Homlok, Renata, Takacs, Erzsebet, and Wojnarovits, Laszlo}
abstractNote = {Using radiolytic experiments hydroxyl radical (main reactant in advanced oxidation processes) was shown to effectively destroy paracetamol molecules. The basic reaction is attachment to the ring. The hydroxy-cyclohexadienyl radical produced in the further reactions may transform to hydroxylated paracetamol derivatives or to quinone type molecules and acetamide. The initial efficiency of aromatic ring destruction in the absence of dissolved O{sub 2} is c.a. 10%. The efficiency is 2-3 times higher in the presence of O{sub 2} due to its reaction with intermediate hydroxy-cyclohexadienyl radical and the subsequent ring destruction reactions through peroxi radical. Upon irradiation the toxicity of solutions at low doses increases with the dose and then at higher doses it decreases. This is due to formation of compounds with higher toxicity than paracetamol (e.g. acetamide, hidroquinone). These products, however, are highly sensitive to irradiation and degrade easily. - Highlights: Black-Right-Pointing-Pointer Paracetamol is easily degraded in aqueous solution by low dose irradiation. Black-Right-Pointing-Pointer Main degradation products are hydroxylated molecules, acetamide and hydroquinone. Black-Right-Pointing-Pointer Toxicity of solutions goes through a maximum as a function of dose.}
doi = {10.1016/J.RADPHYSCHEM.2011.11.036}
journal = {Radiation Physics and Chemistry (1993)}
issue = {9}
volume = {81}
journal type = {AC}
place = {United Kingdom}
year = {2012}
month = {Sep}
}