{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,4,17]],"date-time":"2026-04-17T17:28:33Z","timestamp":1776446913872,"version":"3.51.2"},"reference-count":23,"publisher":"Wiley","issue":"1","license":[{"start":{"date-parts":[[2016,12,21]],"date-time":"2016-12-21T00:00:00Z","timestamp":1482278400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100005236","name":"Chinese Universities Scientific Fund","doi-asserted-by":"publisher","award":["2015LX005"],"award-info":[{"award-number":["2015LX005"]}],"id":[{"id":"10.13039\/501100005236","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["21277171"],"award-info":[{"award-number":["21277171"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["21337005"],"award-info":[{"award-number":["21337005"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chirality"],"published-print":{"date-parts":[[2017,1]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>The enantiomeric separation of the enantiomers of three phenylpyrazole pesticides (fipronil, flufiprole, ethiprole) and two fipronil metabolites (amide\u2010fipronil and acid\u2010fipronil) were investigated by high\u2010performance liquid chromatography (HPLC) with a CHIRALPAK<jats:sup>\u00ae<\/jats:sup> IB chiral column. The mobile phase was <jats:italic>n\u2010<\/jats:italic>hexane or petroleum ether with 2\u2010propanol or ethanol as modifier at a flow rate of 1.0\u00a0mL\/min. The influences of mobile phase composition and column temperature between 15 and 35\u00b0C on the separations were studied. All the analytes except ethiprole obtained complete enantiomeric separation after chromatographic condition optimization. Fipronil, flufiprole, amide\u2010fipronil, and acid\u2010fipronil obtained complete separation with the best resolution factors of 2.40, 3.40, 1.67, and 16.82, respectively, but ethiprole showed no enantioselectivity under the optimized conditions. In general, <jats:italic>n\u2010<\/jats:italic>hexane with 2\u2010propanol gave better separations in most cases. The results showed decreasing temperature and content of modifier in the mobile phase resulted in better separation and longer analysis time as well. The thermodynamic parameters calculated according to linear the Van't Hoff equation indicated the chiral separations in the study were enthalpy\u2010driven. Fipronil and its two chiral hydrolyzed metabolites obtained baseline separation simultaneously under optimized conditions.<\/jats:p>","DOI":"10.1002\/chir.22661","type":"journal-article","created":{"date-parts":[[2016,12,21]],"date-time":"2016-12-21T11:26:36Z","timestamp":1482319596000},"page":"19-25","source":"Crossref","is-referenced-by-count":18,"title":["Direct chiral separations of the enantiomers of phenylpyrazole pesticides and the metabolites by HPLC"],"prefix":"10.1002","volume":"29","author":[{"given":"Jing","family":"Gao","sequence":"first","affiliation":[{"name":"Department of Applied Chemistry, College of Science China Agricultural University  Beijing People's Republic of China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Han","family":"Qu","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry, College of Science China Agricultural University  Beijing People's Republic of China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Chuntao","family":"Zhang","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry, College of Science China Agricultural University  Beijing People's Republic of China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Weijia","family":"Li","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry, College of Science China Agricultural University  Beijing People's Republic of China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Peng","family":"Wang","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry, College of Science China Agricultural University  Beijing People's Republic of China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Zhiqiang","family":"Zhou","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry, College of Science China Agricultural University  Beijing 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