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Ferrate(VI) oxidation of propranolol: Kinetics and products
► Reaction kinetics of Fe(VI) and propranolol is similar to secondary amines. ► Complete transformation of propranolol by Fe(VI) in water. ► Opening of aromatic ring of propranolol by Fe(VI). ► Hydroxylation of amine moiety of propranolol by Fe(VI). The oxidation of propranolol (PPL), a β-blocker by...
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| Published in: | Chemosphere (Oxford) 2013-03, Vol.91 (1), p.105-109 |
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| cites | cdi_FETCH-LOGICAL-c431t-8df35e3388797a0d5b785d66b4d7d36dda7b7b4aba34a7296edb7fbe0ff4c4763 |
| container_end_page | 109 |
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| container_title | Chemosphere (Oxford) |
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| creator | Anquandah, George A.K. Sharma, Virender K. Panditi, Venkata R. Gardinali, Piero R. Kim, Hyunook Oturan, Mehmet A. |
| description | ► Reaction kinetics of Fe(VI) and propranolol is similar to secondary amines. ► Complete transformation of propranolol by Fe(VI) in water. ► Opening of aromatic ring of propranolol by Fe(VI). ► Hydroxylation of amine moiety of propranolol by Fe(VI).
The oxidation of propranolol (PPL), a β-blocker by ferrate(VI) (Fe(VI)) was studied by performing kinetics, stoichiometry, and analysis of the reaction products. The rate law for the oxidation of PPL by Fe(VI) was first-order with respect to each reactant. The dependence of second-order rate constants of the reaction of Fe(VI) and PPL on pH was explained using acid–base equilibrium of Fe(VI) and PPL. The required molar stoichiometry for the complete removal of PPL was determined to be 6:1 ([Fe(VI)]:[PPL]). The identified products using liquid chromatography–tandem mass spectrometry were oxidized product (OP)-292, OP-308, and OP-282. The formed OPs could possibly compete with the parent molecule to react with Fe(VI) and thus resulted in a non-linear relationship between degradation of PPL and the added amount of Fe(VI). Rate and removal studies indicate the Fe(VI) is able to oxidize PPL and hence can also oxidize other β-blockers, e.g., atenolol and metoprolol. |
| doi_str_mv | 10.1016/j.chemosphere.2012.12.001 |
| format | article |
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The oxidation of propranolol (PPL), a β-blocker by ferrate(VI) (Fe(VI)) was studied by performing kinetics, stoichiometry, and analysis of the reaction products. The rate law for the oxidation of PPL by Fe(VI) was first-order with respect to each reactant. The dependence of second-order rate constants of the reaction of Fe(VI) and PPL on pH was explained using acid–base equilibrium of Fe(VI) and PPL. The required molar stoichiometry for the complete removal of PPL was determined to be 6:1 ([Fe(VI)]:[PPL]). The identified products using liquid chromatography–tandem mass spectrometry were oxidized product (OP)-292, OP-308, and OP-282. The formed OPs could possibly compete with the parent molecule to react with Fe(VI) and thus resulted in a non-linear relationship between degradation of PPL and the added amount of Fe(VI). Rate and removal studies indicate the Fe(VI) is able to oxidize PPL and hence can also oxidize other β-blockers, e.g., atenolol and metoprolol.</description><identifier>ISSN: 0045-6535</identifier><identifier>EISSN: 1879-1298</identifier><identifier>DOI: 10.1016/j.chemosphere.2012.12.001</identifier><identifier>PMID: 23305748</identifier><identifier>CODEN: CMSHAF</identifier><language>eng</language><publisher>Kidlington: Elsevier Ltd</publisher><subject>Adrenergic beta-Antagonists - analysis ; Adrenergic beta-Antagonists - chemistry ; Applied sciences ; Beta blockers ; beta-adrenergic antagonists ; Environmental Pollutants - analysis ; Environmental Pollutants - chemistry ; Exact sciences and technology ; Ferrate ; General purification processes ; iron ; Iron - chemistry ; Kinetics ; mass spectrometry ; Models, Chemical ; oxidation ; Oxidation-Reduction ; Oxidized products ; Pollution ; propranolol ; Propranolol - analysis ; Propranolol - chemistry ; Removal ; stoichiometry ; Wastewaters ; Water treatment and pollution</subject><ispartof>Chemosphere (Oxford), 2013-03, Vol.91 (1), p.105-109</ispartof><rights>2012 Elsevier Ltd</rights><rights>2014 INIST-CNRS</rights><rights>Copyright © 2012 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c431t-8df35e3388797a0d5b785d66b4d7d36dda7b7b4aba34a7296edb7fbe0ff4c4763</citedby><cites>FETCH-LOGICAL-c431t-8df35e3388797a0d5b785d66b4d7d36dda7b7b4aba34a7296edb7fbe0ff4c4763</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>315,786,790,27957,27958</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=26924962$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/23305748$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Anquandah, George A.K.</creatorcontrib><creatorcontrib>Sharma, Virender K.</creatorcontrib><creatorcontrib>Panditi, Venkata R.</creatorcontrib><creatorcontrib>Gardinali, Piero R.</creatorcontrib><creatorcontrib>Kim, Hyunook</creatorcontrib><creatorcontrib>Oturan, Mehmet A.</creatorcontrib><title>Ferrate(VI) oxidation of propranolol: Kinetics and products</title><title>Chemosphere (Oxford)</title><addtitle>Chemosphere</addtitle><description>► Reaction kinetics of Fe(VI) and propranolol is similar to secondary amines. ► Complete transformation of propranolol by Fe(VI) in water. ► Opening of aromatic ring of propranolol by Fe(VI). ► Hydroxylation of amine moiety of propranolol by Fe(VI).
The oxidation of propranolol (PPL), a β-blocker by ferrate(VI) (Fe(VI)) was studied by performing kinetics, stoichiometry, and analysis of the reaction products. The rate law for the oxidation of PPL by Fe(VI) was first-order with respect to each reactant. The dependence of second-order rate constants of the reaction of Fe(VI) and PPL on pH was explained using acid–base equilibrium of Fe(VI) and PPL. The required molar stoichiometry for the complete removal of PPL was determined to be 6:1 ([Fe(VI)]:[PPL]). The identified products using liquid chromatography–tandem mass spectrometry were oxidized product (OP)-292, OP-308, and OP-282. The formed OPs could possibly compete with the parent molecule to react with Fe(VI) and thus resulted in a non-linear relationship between degradation of PPL and the added amount of Fe(VI). Rate and removal studies indicate the Fe(VI) is able to oxidize PPL and hence can also oxidize other β-blockers, e.g., atenolol and metoprolol.</description><subject>Adrenergic beta-Antagonists - analysis</subject><subject>Adrenergic beta-Antagonists - chemistry</subject><subject>Applied sciences</subject><subject>Beta blockers</subject><subject>beta-adrenergic antagonists</subject><subject>Environmental Pollutants - analysis</subject><subject>Environmental Pollutants - chemistry</subject><subject>Exact sciences and technology</subject><subject>Ferrate</subject><subject>General purification processes</subject><subject>iron</subject><subject>Iron - chemistry</subject><subject>Kinetics</subject><subject>mass spectrometry</subject><subject>Models, Chemical</subject><subject>oxidation</subject><subject>Oxidation-Reduction</subject><subject>Oxidized products</subject><subject>Pollution</subject><subject>propranolol</subject><subject>Propranolol - analysis</subject><subject>Propranolol - chemistry</subject><subject>Removal</subject><subject>stoichiometry</subject><subject>Wastewaters</subject><subject>Water treatment and pollution</subject><issn>0045-6535</issn><issn>1879-1298</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><recordid>eNqNkc1uEzEUhS0EoqHwCjAsKpXFBP__wKqKKK2oxALK1vLY19TRZJzaEwRvj6MEyhLJkhf-js_VdxF6TfCSYCLfrpf-Dja5bu-gwJJiQpftYEweoQXRyvSEGv0YLTDmopeCiRP0rNY1boQU5ik6oYxhobheoPeXUIqb4fzb9Zsu_0zBzSlPXY7dtuRtcVMe8_iu-5QmmJOvnZvC_iXs_FyfoyfRjRVeHO9TdHv54evqqr_5_PF6dXHTe87I3OsQmQDGdJtMORzEoLQIUg48qMBkCE4NauBucIw7RY2EMKg4AI6Re64kO0Xnh39b8f0O6mw3qXoYRzdB3lVLqNbGMGF0Q80B9SXXWiDabUkbV35Zgu3enV3bf9zZvbuWt81My7481uyGDYS_yT-yGnB2BFz1bozNjk_1gZOGciNp414duOiydd9LY26_tCbRFiCp0qoRqwMBTduPBMVWn2DyEFIBP9uQ038M_BtSLJv8</recordid><startdate>20130301</startdate><enddate>20130301</enddate><creator>Anquandah, George A.K.</creator><creator>Sharma, Virender K.</creator><creator>Panditi, Venkata R.</creator><creator>Gardinali, Piero R.</creator><creator>Kim, Hyunook</creator><creator>Oturan, Mehmet A.</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>FBQ</scope><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20130301</creationdate><title>Ferrate(VI) oxidation of propranolol: Kinetics and products</title><author>Anquandah, George A.K. ; Sharma, Virender K. ; Panditi, Venkata R. ; Gardinali, Piero R. ; Kim, Hyunook ; Oturan, Mehmet A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c431t-8df35e3388797a0d5b785d66b4d7d36dda7b7b4aba34a7296edb7fbe0ff4c4763</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Adrenergic beta-Antagonists - analysis</topic><topic>Adrenergic beta-Antagonists - chemistry</topic><topic>Applied sciences</topic><topic>Beta blockers</topic><topic>beta-adrenergic antagonists</topic><topic>Environmental Pollutants - analysis</topic><topic>Environmental Pollutants - chemistry</topic><topic>Exact sciences and technology</topic><topic>Ferrate</topic><topic>General purification processes</topic><topic>iron</topic><topic>Iron - chemistry</topic><topic>Kinetics</topic><topic>mass spectrometry</topic><topic>Models, Chemical</topic><topic>oxidation</topic><topic>Oxidation-Reduction</topic><topic>Oxidized products</topic><topic>Pollution</topic><topic>propranolol</topic><topic>Propranolol - analysis</topic><topic>Propranolol - chemistry</topic><topic>Removal</topic><topic>stoichiometry</topic><topic>Wastewaters</topic><topic>Water treatment and pollution</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Anquandah, George A.K.</creatorcontrib><creatorcontrib>Sharma, Virender K.</creatorcontrib><creatorcontrib>Panditi, Venkata R.</creatorcontrib><creatorcontrib>Gardinali, Piero R.</creatorcontrib><creatorcontrib>Kim, Hyunook</creatorcontrib><creatorcontrib>Oturan, Mehmet A.</creatorcontrib><collection>AGRIS</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Chemosphere (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Anquandah, George A.K.</au><au>Sharma, Virender K.</au><au>Panditi, Venkata R.</au><au>Gardinali, Piero R.</au><au>Kim, Hyunook</au><au>Oturan, Mehmet A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Ferrate(VI) oxidation of propranolol: Kinetics and products</atitle><jtitle>Chemosphere (Oxford)</jtitle><addtitle>Chemosphere</addtitle><date>2013-03-01</date><risdate>2013</risdate><volume>91</volume><issue>1</issue><spage>105</spage><epage>109</epage><pages>105-109</pages><issn>0045-6535</issn><eissn>1879-1298</eissn><coden>CMSHAF</coden><notes>http://dx.doi.org/10.1016/j.chemosphere.2012.12.001</notes><notes>ObjectType-Article-1</notes><notes>SourceType-Scholarly Journals-1</notes><notes>ObjectType-Feature-2</notes><notes>content type line 23</notes><abstract>► Reaction kinetics of Fe(VI) and propranolol is similar to secondary amines. ► Complete transformation of propranolol by Fe(VI) in water. ► Opening of aromatic ring of propranolol by Fe(VI). ► Hydroxylation of amine moiety of propranolol by Fe(VI).
The oxidation of propranolol (PPL), a β-blocker by ferrate(VI) (Fe(VI)) was studied by performing kinetics, stoichiometry, and analysis of the reaction products. The rate law for the oxidation of PPL by Fe(VI) was first-order with respect to each reactant. The dependence of second-order rate constants of the reaction of Fe(VI) and PPL on pH was explained using acid–base equilibrium of Fe(VI) and PPL. The required molar stoichiometry for the complete removal of PPL was determined to be 6:1 ([Fe(VI)]:[PPL]). The identified products using liquid chromatography–tandem mass spectrometry were oxidized product (OP)-292, OP-308, and OP-282. The formed OPs could possibly compete with the parent molecule to react with Fe(VI) and thus resulted in a non-linear relationship between degradation of PPL and the added amount of Fe(VI). Rate and removal studies indicate the Fe(VI) is able to oxidize PPL and hence can also oxidize other β-blockers, e.g., atenolol and metoprolol.</abstract><cop>Kidlington</cop><pub>Elsevier Ltd</pub><pmid>23305748</pmid><doi>10.1016/j.chemosphere.2012.12.001</doi><tpages>5</tpages></addata></record> |
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| subjects | Adrenergic beta-Antagonists - analysis Adrenergic beta-Antagonists - chemistry Applied sciences Beta blockers beta-adrenergic antagonists Environmental Pollutants - analysis Environmental Pollutants - chemistry Exact sciences and technology Ferrate General purification processes iron Iron - chemistry Kinetics mass spectrometry Models, Chemical oxidation Oxidation-Reduction Oxidized products Pollution propranolol Propranolol - analysis Propranolol - chemistry Removal stoichiometry Wastewaters Water treatment and pollution |
| title | Ferrate(VI) oxidation of propranolol: Kinetics and products |
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