{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,13]],"date-time":"2026-03-13T15:28:19Z","timestamp":1773415699350,"version":"3.50.1"},"reference-count":89,"publisher":"American Chemical Society (ACS)","issue":"4","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["ACS Sustainable Chem. Eng."],"published-print":{"date-parts":[[2013,4,1]]},"DOI":"10.1021\/sc3001299","type":"journal-article","created":{"date-parts":[[2013,2,27]],"date-time":"2013-02-27T14:57:00Z","timestamp":1361977020000},"page":"393-402","source":"Crossref","is-referenced-by-count":78,"title":["Imidazolium and Pyridinium Ionic Liquids from Mandelic Acid Derivatives: Synthesis and Bacteria and Algae Toxicity Evaluation"],"prefix":"10.1021","volume":"1","author":[{"given":"S\u00f3nia P. M.","family":"Ventura","sequence":"first","affiliation":[{"name":"CICECO, Departamento\rde Qu\u00edmica, Universidade de Aveiro, 3810-193 Aveiro, Portugal"}]},{"given":"Monika","family":"Gurbisz","sequence":"additional","affiliation":[]},{"given":"Mukund","family":"Ghavre","sequence":"additional","affiliation":[{"name":"SFI SRC in Solar Energy Conversion, UCD School of Chemical & Bioprocess Engineering, Engineering & Materials Science Centre, UCD Dublin, Belfield, Dublin 4, Ireland"}]},{"given":"F\u00e1bio M. M.","family":"Ferreira","sequence":"additional","affiliation":[{"name":"CICECO, Departamento\rde Qu\u00edmica, Universidade de Aveiro, 3810-193 Aveiro, Portugal"}]},{"given":"Fernando","family":"Gon\u00e7alves","sequence":"additional","affiliation":[{"name":"CESAM,\rDepartamento de Biologia, Universidade de Aveiro, 3810-193 Aveiro, Portugal"}]},{"given":"Ian","family":"Beadham","sequence":"additional","affiliation":[]},{"given":"Brid","family":"Quilty","sequence":"additional","affiliation":[]},{"given":"Jo\u00e3o A. P.","family":"Coutinho","sequence":"additional","affiliation":[{"name":"CICECO, Departamento\rde Qu\u00edmica, Universidade de Aveiro, 3810-193 Aveiro, Portugal"}]},{"given":"Nicholas","family":"Gathergood","sequence":"additional","affiliation":[{"name":"SFI SRC in Solar Energy Conversion, UCD School of Chemical & Bioprocess Engineering, Engineering & Materials Science Centre, UCD Dublin, Belfield, Dublin 4, Ireland"}]}],"member":"316","published-online":{"date-parts":[[2013,2,27]]},"reference":[{"key":"ref1\/cit1","first-page":"38","volume":"16","author":"Johnson K. E.","year":"2007","journal-title":"Interface"},{"key":"ref2\/cit2","doi-asserted-by":"crossref","first-page":"1391","DOI":"10.1351\/pac200072071391","volume":"72","author":"Earle M. J.","year":"2000","journal-title":"Pure Appl. Chem."},{"key":"ref3\/cit3","doi-asserted-by":"crossref","first-page":"982","DOI":"10.1039\/b615137j","volume":"9","author":"Armstrong J. P.","year":"2007","journal-title":"Phys. Chem. Chem. Phys."},{"key":"ref4\/cit4","doi-asserted-by":"crossref","first-page":"228","DOI":"10.1016\/j.seppur.2012.02.016","volume":"97","author":"Diallo A. O.","year":"2012","journal-title":"Sep. Purif. Technol."},{"key":"ref5\/cit5","doi-asserted-by":"crossref","first-page":"352","DOI":"10.1016\/j.watres.2009.09.030","volume":"44","author":"Pham T. P. T.","year":"2010","journal-title":"Water Res."},{"key":"ref6\/cit6","doi-asserted-by":"crossref","first-page":"1456","DOI":"10.1016\/j.ecoenv.2010.07.020","volume":"73","author":"Samor\u00ec C.","year":"2010","journal-title":"Ecotox. Environ. Saf"},{"key":"ref7\/cit7","doi-asserted-by":"crossref","first-page":"600","DOI":"10.1039\/b817717c","volume":"39","author":"Coleman D.","year":"2010","journal-title":"Chem. Soc. Rev."},{"key":"ref8\/cit8","doi-asserted-by":"crossref","first-page":"557","DOI":"10.1071\/CH02148","volume":"55","author":"Gathergood N.","year":"2002","journal-title":"Aust. J. Chem."},{"key":"ref9\/cit9","unstructured":"OECD. OECD guideline for testing of chemicals - ready biodegradability; adopted by council July 1992."},{"key":"ref10\/cit10","doi-asserted-by":"crossref","first-page":"221","DOI":"10.1039\/B612177B","volume":"9","author":"D\u00e1vila M. J.","year":"2007","journal-title":"Green Chem."},{"key":"ref11\/cit11","doi-asserted-by":"crossref","first-page":"400","DOI":"10.1039\/B205425F","volume":"4","author":"Wasserscheid P.","year":"2002","journal-title":"Green Chem."},{"key":"ref12\/cit12","doi-asserted-by":"crossref","first-page":"1209","DOI":"10.1039\/b212788a","author":"Davis J. H.","year":"2003","journal-title":"Chem. Commun."},{"key":"ref13\/cit13","doi-asserted-by":"crossref","first-page":"156","DOI":"10.1039\/b516206h","volume":"8","author":"Gathergood N.","year":"2006","journal-title":"Green Chem."},{"key":"ref14\/cit14","doi-asserted-by":"crossref","first-page":"1390","DOI":"10.1021\/es061505d","volume":"41","author":"Philipp B.","year":"2007","journal-title":"Environ. Sci. Technol."},{"key":"ref15\/cit15","doi-asserted-by":"crossref","first-page":"430","DOI":"10.1016\/j.ecoenv.2006.08.008","volume":"67","author":"Ranke J.","year":"2007","journal-title":"Ecotoxicol. Environ. Saf."},{"key":"ref16\/cit16","first-page":"32","volume":"25","author":"Kulacki K. J.","year":"2007","journal-title":"Chim. Oggi\/CHEM. TODAY Green Chem."},{"key":"ref17\/cit17","volume-title":"Handbook of Green Chemistry","author":"Matzke M.","year":"2010"},{"key":"ref18\/cit18","doi-asserted-by":"crossref","first-page":"2183","DOI":"10.1021\/cr050942s","volume":"107","author":"Ranke J.","year":"2007","journal-title":"Chem. Rev."},{"key":"ref19\/cit19","doi-asserted-by":"crossref","first-page":"82","DOI":"10.1039\/B511333D","volume":"8","author":"Couling D. J.","year":"2006","journal-title":"Green Chem."},{"key":"ref20\/cit20","doi-asserted-by":"crossref","first-page":"9","DOI":"10.1039\/b411922c","volume":"7","author":"Garcia M. T.","year":"2005","journal-title":"Green Chem."},{"key":"ref21\/cit21","doi-asserted-by":"crossref","first-page":"513","DOI":"10.1191\/0960327104ht480oa","volume":"23","author":"Stepnowski P.","year":"2004","journal-title":"Hum. Exp. Toxicol."},{"key":"ref22\/cit22","doi-asserted-by":"crossref","first-page":"396","DOI":"10.1016\/S0147-6513(03)00105-2","volume":"58","author":"Ranke J.","year":"2004","journal-title":"Ecotoxicol. Environ. Saf."},{"key":"ref23\/cit23","doi-asserted-by":"crossref","first-page":"185","DOI":"10.1039\/b419172b","volume":"7","author":"Docherty K. M.","year":"2005","journal-title":"Green Chem."},{"key":"ref24\/cit24","doi-asserted-by":"crossref","first-page":"1371","DOI":"10.1039\/b901887e","volume":"11","author":"Latala A.","year":"2009","journal-title":"Green Chem."},{"key":"ref25\/cit25","doi-asserted-by":"crossref","first-page":"580","DOI":"10.1039\/b821140j","volume":"11","author":"Latala A.","year":"2009","journal-title":"Green Chem."},{"key":"ref26\/cit26","doi-asserted-by":"crossref","first-page":"167","DOI":"10.1016\/j.etap.2009.03.010","volume":"28","author":"Latala A.","year":"2009","journal-title":"Environ. Toxicol. Pharmacol."},{"key":"ref27\/cit27","doi-asserted-by":"crossref","first-page":"1198","DOI":"10.1039\/b705795d","volume":"9","author":"Matzke M.","year":"2007","journal-title":"Green Chem."},{"key":"ref28\/cit28","doi-asserted-by":"crossref","first-page":"87","DOI":"10.1897\/03-635.1","volume":"24","author":"Bernot R. J.","year":"2005","journal-title":"Environ. Toxicol. Chem."},{"key":"ref29\/cit29","doi-asserted-by":"crossref","first-page":"1170","DOI":"10.1016\/j.ecoenv.2008.09.010","volume":"72","author":"Pretti C.","year":"2009","journal-title":"Ecotoxicol. Environ. Saf."},{"key":"ref30\/cit30","doi-asserted-by":"crossref","first-page":"794","DOI":"10.1021\/op060048i","volume":"10","author":"Wells A. S.","year":"2006","journal-title":"Org. Proc. Res. Dev"},{"issue":"3","key":"ref31\/cit31","doi-asserted-by":"crossref","first-page":"243","DOI":"10.1002\/tox.20496","volume":"25","author":"Wang S. H.","year":"2010","journal-title":"Environ. Toxicol."},{"key":"ref32\/cit32","doi-asserted-by":"crossref","first-page":"238","DOI":"10.1039\/B511554J","volume":"8","author":"Pretti C.","year":"2006","journal-title":"Green Chem."},{"key":"ref33\/cit33","doi-asserted-by":"crossref","first-page":"290","DOI":"10.1016\/j.aquatox.2009.11.008","volume":"96","author":"Ventura S. P. M.","year":"2010","journal-title":"Aquat. Toxicol."},{"key":"ref34\/cit34","doi-asserted-by":"crossref","first-page":"855","DOI":"10.1039\/b508499g","volume":"7","author":"Cieniecka-Roslonkiewicz A.","year":"2005","journal-title":"Green Chem."},{"key":"ref35\/cit35","doi-asserted-by":"crossref","first-page":"1035","DOI":"10.1016\/j.ejmech.2003.09.004","volume":"38","author":"Pernak J.","year":"2003","journal-title":"Eur. J. Med. Chem."},{"key":"ref36\/cit36","doi-asserted-by":"crossref","first-page":"323","DOI":"10.1039\/b404625k","volume":"6","author":"Pernak J.","year":"2004","journal-title":"Green Chem."},{"key":"ref37\/cit37","doi-asserted-by":"crossref","first-page":"313","DOI":"10.1016\/S0223-5234(01)01226-0","volume":"36","author":"Pernak J.","year":"2001","journal-title":"Eur. J. Med. Chem."},{"key":"ref38\/cit38","doi-asserted-by":"crossref","first-page":"52","DOI":"10.1039\/b207543c","volume":"5","author":"Pernak J.","year":"2003","journal-title":"Green Chem."},{"key":"ref39\/cit39","doi-asserted-by":"crossref","first-page":"55","DOI":"10.1016\/j.anaerobe.2007.09.006","volume":"14","author":"Martinez M. F. R.","year":"2008","journal-title":"Anaerobe"},{"key":"ref40\/cit40","doi-asserted-by":"crossref","first-page":"685","DOI":"10.1039\/b716602h","volume":"10","author":"Cornmell R. J.","year":"2008","journal-title":"Green Chem."},{"key":"ref41\/cit41","doi-asserted-by":"crossref","first-page":"402","DOI":"10.1039\/b815951c","volume":"11","author":"Rebros M.","year":"2009","journal-title":"Green Chem."},{"key":"ref42\/cit42","doi-asserted-by":"crossref","first-page":"1670","DOI":"10.1039\/b923429b","volume":"12","author":"Wood N.","year":"2010","journal-title":"Phys. Chem. Chem. Phys."},{"key":"ref43\/cit43","doi-asserted-by":"crossref","first-page":"1843","DOI":"10.1039\/c0gc00579g","volume":"13","author":"Wood N.","year":"2011","journal-title":"Green Chem."},{"key":"ref44\/cit44","doi-asserted-by":"crossref","first-page":"43","DOI":"10.1046\/j.1472-765X.1998.00266.x","volume":"26","author":"Babalola G. O.","year":"1998","journal-title":"Lett. Appl. Microb."},{"key":"ref45\/cit45","doi-asserted-by":"crossref","first-page":"9","DOI":"10.3354\/ame024009","volume":"24","author":"Kelman D.","year":"2001","journal-title":"Aquat. Microb. Ecol."},{"key":"ref46\/cit46","doi-asserted-by":"crossref","first-page":"1761","DOI":"10.1002\/(SICI)1097-4628(19980307)67:10<1761::AID-APP9>3.0.CO;2-H","volume":"67","author":"Li G.","year":"1998","journal-title":"J. Appl. Polym. Sci."},{"key":"ref47\/cit47","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1007\/s10646-012-0997-x","volume":"22","author":"Ventura S. P. M.","year":"2013","journal-title":"Ecotoxicology"},{"key":"ref48\/cit48","doi-asserted-by":"crossref","first-page":"69","DOI":"10.1007\/1-4020-3120-3_2","volume-title":"Small-scale Freshwater Toxicity Investigations","volume":"1","author":"Johnson B. T.","year":"2005"},{"key":"ref49\/cit49","doi-asserted-by":"crossref","first-page":"28","DOI":"10.1016\/j.molliq.2009.12.008","volume":"152","author":"Luis P.","year":"2010","journal-title":"J. Mol. Liq."},{"key":"ref50\/cit50","doi-asserted-by":"crossref","first-page":"2379","DOI":"10.1897\/07-066R2.1","volume":"26","author":"Samori C.","year":"2007","journal-title":"Environ. Toxicol. Chem."},{"key":"ref51\/cit51","doi-asserted-by":"crossref","first-page":"957","DOI":"10.1002\/jctb.2606","volume":"86","author":"Ventura S. P. M.","year":"2011","journal-title":"J. Chem. Technol. Biotechnol."},{"key":"ref52\/cit52","first-page":"S124","volume":"205","author":"Ventura S. P. M.","year":"2011","journal-title":"Toxicol. Lett."},{"key":"ref53\/cit53","doi-asserted-by":"crossref","first-page":"1383","DOI":"10.1039\/C004968A","volume":"40","author":"Petkovic M.","year":"2011","journal-title":"Chem. Soc. Rev."},{"key":"ref54\/cit54","doi-asserted-by":"crossref","first-page":"1456","DOI":"10.1016\/j.ecoenv.2010.07.020","volume":"73","author":"Samor\u00ec C.","year":"2010","journal-title":"Ecotoxicol. Environ. Saf."},{"key":"ref55\/cit55","doi-asserted-by":"crossref","first-page":"268","DOI":"10.1016\/j.jhazmat.2007.10.079","volume":"151","author":"Romero A.","year":"2008","journal-title":"J. Hazard. Mater."},{"key":"ref56\/cit56","doi-asserted-by":"crossref","first-page":"162","DOI":"10.1016\/j.ecoenv.2011.10.006","volume":"76","author":"Ventura S. P. M.","year":"2012","journal-title":"Ecotoxicol. Environ. Saf."},{"key":"ref57\/cit57","doi-asserted-by":"crossref","first-page":"423","DOI":"10.1016\/j.ecoenv.2006.06.010","volume":"67","author":"Luis P.","year":"2007","journal-title":"Ecotoxicol. Environ. Saf."},{"key":"ref58\/cit58","doi-asserted-by":"crossref","first-page":"760","DOI":"10.1039\/B615326G","volume":"9","author":"Stolte S.","year":"2007","journal-title":"Green Chem."},{"key":"ref59\/cit59","doi-asserted-by":"crossref","first-page":"2901","DOI":"10.1039\/c1gc15468k","volume":"13","author":"Pernak J.","year":"2011","journal-title":"Green Chem."},{"key":"ref60\/cit60","doi-asserted-by":"crossref","first-page":"748","DOI":"10.1016\/j.ecoenv.2010.10.032","volume":"74","author":"Pretti C.","year":"2011","journal-title":"Ecotox. Environ. Safe."},{"key":"ref61\/cit61","unstructured":"Blaise, C. R.InEcotoxicology Monitoring;Richardson, M. L., Ed.VCH:Weinheim, 1993; pp83\u2013108."},{"key":"ref62\/cit62","unstructured":"Lewis, M. A.InFundamentals of aquatic toxicology: Effects, environment fate, and risk assessment,2nd ed.Rand, G. M., Ed.Taylor and Francis:Washington, DC, USA, 1995; pp135\u2013170."},{"key":"ref63\/cit63","doi-asserted-by":"crossref","first-page":"1003","DOI":"10.1016\/j.chemosphere.2007.06.023","volume":"69","author":"Cho C.-W.","year":"2007","journal-title":"Chemosphere"},{"key":"ref64\/cit64","doi-asserted-by":"crossref","first-page":"67","DOI":"10.1039\/B705520J","volume":"10","author":"Cho C.-W.","year":"2008","journal-title":"Green Chem."},{"key":"ref65\/cit65","doi-asserted-by":"crossref","first-page":"104","DOI":"10.1039\/B709289J","volume":"10","author":"Kulacki K. J.","year":"2008","journal-title":"Green Chem."},{"key":"ref66\/cit66","doi-asserted-by":"crossref","first-page":"425","DOI":"10.1263\/jbb.105.425","volume":"105","author":"Pham T. P. T.","year":"2008","journal-title":"J. Biosci. Bioeng."},{"key":"ref67\/cit67","doi-asserted-by":"crossref","first-page":"1170","DOI":"10.1039\/b711119c","volume":"9","author":"Stolte S.","year":"2007","journal-title":"Green Chem."},{"key":"ref68\/cit68","doi-asserted-by":"crossref","first-page":"91","DOI":"10.1016\/j.aquatox.2005.03.008","volume":"73","author":"Latala A.","year":"2005","journal-title":"Aqua. Toxicol."},{"key":"ref69\/cit69","doi-asserted-by":"crossref","first-page":"466","DOI":"10.1039\/B815566F","volume":"11","author":"Morrissey S.","year":"2009","journal-title":"Green Chem."},{"key":"ref70\/cit70","doi-asserted-by":"crossref","first-page":"1429","DOI":"10.1039\/b706677p","volume":"31","author":"Hough W. L.","year":"2007","journal-title":"New J. Chem."},{"key":"ref71\/cit71","unstructured":"Beadham, I.; Gurbisz, M. Gathergood, N.Handbook of Green Chemistry: Designing Safer Chemicals;firsted.Boethling, R. Voutchkova, A., Eds.Wiley-VCH Verlag GmbH & Co. KGaA:New York, 2012; Chapter 6, Vol.9, pp137\u2013158."},{"key":"ref72\/cit72","unstructured":"Beadham, I.; Gurbisz, M. Gathergood, N.Handbook of Green Chemistry: Designing Safer Chemicals,firsted.Boethling, R. Voutchkova, A., Eds.Wiley-VCH Verlag GmbH & Co. KGaA:New York, 2012; Chapter 7, Vol.9, pp159\u2013226."},{"key":"ref73\/cit73","doi-asserted-by":"crossref","first-page":"2207","DOI":"10.1021\/cr050952t","volume":"107","author":"Boethling R. S.","year":"2007","journal-title":"Chem. Rev."},{"key":"ref74\/cit74","volume-title":"Green Chemistry: Theory and Practice","author":"Anastas P.","year":"1998"},{"key":"ref75\/cit75","doi-asserted-by":"crossref","first-page":"1471","DOI":"10.1126\/science.1962206","volume":"254","author":"Trost B. M.","year":"1991","journal-title":"Science"},{"key":"ref76\/cit76","doi-asserted-by":"crossref","first-page":"534","DOI":"10.1021\/op0000529","volume":"4","author":"Bjorsvik H.","year":"2000","journal-title":"Org. Process Res. Dev."},{"key":"ref77\/cit77","unstructured":"Ueno, Y.; Oohira, N.; Watabe, M. Oota, A.Production of 3,4-methylenedioxymandelic acid, Japan Patent, JP 08-59650 A, 1996."},{"key":"ref78\/cit78","unstructured":"Bauer, K. Molleken, R.Process for the preparation of 3,4- methylenedioxymandelic acid. U.S. Patent, US4190583 A4190581, 1980."},{"key":"ref79\/cit79","unstructured":"Dury, M.Production of alkoxymandelic acids, e.g. intermediates for alkoxyaromatic aldehydes, comprises reacting alkoxyaromatic compound with glyoxylic acid in presence of strong protonic acid. France Patent, FR2830861, 2832003, 2003."},{"key":"ref80\/cit80","doi-asserted-by":"crossref","first-page":"125","DOI":"10.1016\/S0960-894X(01)00660-6","volume":"12","author":"Rawson D. J.","year":"2002","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref81\/cit81","doi-asserted-by":"crossref","first-page":"16213","DOI":"10.1016\/S0040-4020(97)01010-7","volume":"53","author":"Aggarwal V. K.","year":"1997","journal-title":"Tetrahedron."},{"key":"ref82\/cit82","doi-asserted-by":"crossref","first-page":"211","DOI":"10.1002\/prac.19341390702","volume":"139","author":"Slotta K. H.","year":"1934","journal-title":"J. Praktische Chem."},{"key":"ref83\/cit83a","doi-asserted-by":"crossref","first-page":"901","DOI":"10.1002\/etc.5620061111","volume":"6","author":"Passino D. R. M.","year":"1987","journal-title":"Environ. Toxicol. Chem."},{"key":"ref83\/cit83b","unstructured":"For an alternative assessment model see the GHS (global harmonised classification system)http:\/\/www.osha.gov\/dsg\/hazcom\/ghs.html(accessed February 22, 2013)."},{"key":"ref84\/cit84","doi-asserted-by":"crossref","first-page":"957","DOI":"10.1002\/jctb.2606","volume":"86","author":"Ventura S. P. M.","year":"2011","journal-title":"J. Chem. Technol. Biotechnol."},{"key":"ref85\/cit85","unstructured":"Centre for Environmental Research and Sustainable Technology (UFT),  (2012, http:\/\/www.il-eco.uft.uni-bremen.de\/(accessed February 22, 2013)."},{"key":"ref86\/cit86","doi-asserted-by":"crossref","first-page":"3033","DOI":"10.1002\/chem.200204516","volume":"9","author":"Domanska U.","year":"2003","journal-title":"Chem.\u2014Eur. J."},{"key":"ref87\/cit87","doi-asserted-by":"crossref","first-page":"55","DOI":"10.1016\/j.ecoenv.2012.06.002","volume":"83","author":"Ventura S. P. M.","year":"2012","journal-title":"Ecotoxicol. Environ. Saf."},{"key":"ref88\/cit88","volume-title":"MSDS","year":"2010"}],"container-title":["ACS Sustainable Chemistry &amp; Engineering"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/sc3001299","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,4,5]],"date-time":"2023-04-05T03:08:56Z","timestamp":1680664136000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/sc3001299"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2013,2,27]]},"references-count":89,"journal-issue":{"issue":"4","published-print":{"date-parts":[[2013,4,1]]}},"alternative-id":["10.1021\/sc3001299"],"URL":"https:\/\/doi.org\/10.1021\/sc3001299","relation":{},"ISSN":["2168-0485","2168-0485"],"issn-type":[{"value":"2168-0485","type":"print"},{"value":"2168-0485","type":"electronic"}],"subject":[],"published":{"date-parts":[[2013,2,27]]}}}