Radiolysis of paracetamol in dilute aqueous solution

被引:25
作者
Szabo, Laszlo [1 ,2 ]
Toth, Tuende [2 ]
Homlok, Renata [1 ]
Takacs, Erzsebet [1 ]
Wojnarovits, Laszlo [1 ]
机构
[1] Hungarian Acad Sci, Inst Isotopes, Budapest, Hungary
[2] Budapest Univ Technol & Econ, Budapest, Hungary
关键词
Paracetamol; Acetaminophen; Advanced oxidation processes; Hydroxyl radical; Toxicity; CHROMATOGRAPHY-MASS SPECTROMETRY; PULSE-RADIOLYSIS; AQUATIC TOXICITY; OXIDATION; DEGRADATION; ACETAMINOPHEN; WATER; MINERALIZATION; SYSTEM; ACID;
D O I
10.1016/j.radphyschem.2011.11.036
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
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-2 is c.a. 10%. The efficiency is 2-3 times higher in the presence of O-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. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1503 / 1507
页数:5
相关论文
共 20 条
[1]   Paracetamol oxidation from aqueous solutions by means of ozonation and H2O2/UV system [J].
Andreozzi, R ;
Caprio, V ;
Marotta, R ;
Vogna, D .
WATER RESEARCH, 2003, 37 (05) :993-1004
[2]   PROPERTIES OF THE RADICALS FORMED BY ONE-ELECTRON OXIDATION OF ACETAMINOPHEN - A PULSE-RADIOLYSIS STUDY [J].
BISBY, RH ;
TABASSUM, N .
BIOCHEMICAL PHARMACOLOGY, 1988, 37 (14) :2731-2738
[3]   Mineralization of paracetamol in aqueous medium by anodic oxidation with a boron-doped diamond electrode [J].
Brillas, E ;
Sirés, I ;
Arias, C ;
Cabot, PL ;
Centellas, F ;
Rodríguez, RM ;
Garrido, JA .
CHEMOSPHERE, 2005, 58 (04) :399-406
[4]  
Dalmázio I, 2008, J BRAZIL CHEM SOC, V19, P81, DOI 10.1590/S0103-50532008000100013
[5]   Determination of drugs in surface water and wastewater samples by liquid chromatography-mass spectrometry:: methods and preliminary results including toxicity studies with Vibrio fischeri [J].
Farré, ML ;
Ferrer, I ;
Ginebreda, A ;
Figueras, M ;
Olivella, L ;
Tirapu, L ;
Vilanova, M ;
Barceló, D .
JOURNAL OF CHROMATOGRAPHY A, 2001, 938 (1-2) :187-197
[6]   Role of reactive intermediates in the radiolytic degradation of Acid Red 1 in aqueous solution [J].
Foeldvary, Cs. M. ;
Wojnarovits, L. .
RADIATION PHYSICS AND CHEMISTRY, 2009, 78 (01) :13-18
[7]   Models for estimating the non-specific aquatic toxicity of organic compounds [J].
Gunatilleka, AD ;
Poole, CF .
ANALYTICAL COMMUNICATIONS, 1999, 36 (06) :235-242
[8]   Radiolytic degradation of 2,4-dichlorophenoxyacetic acid in dilute aqueous solution: pH dependence [J].
Homlok, R. ;
Takacs, E. ;
Wojnarovits, L. .
JOURNAL OF RADIOANALYTICAL AND NUCLEAR CHEMISTRY, 2010, 284 (02) :415-419
[9]  
IAEA, 2007, Radiation Processing. Environmental Applications
[10]   ANTIOXIDANT POTENTIAL OF GALLOCATECHINS - A PULSE-RADIOLYSIS AND LASER PHOTOLYSIS STUDY [J].
JOVANOVIC, SV ;
HARA, Y ;
STEENKEN, S ;
SIMIC, MG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (39) :9881-9888