{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,5,14]],"date-time":"2025-05-14T11:35:50Z","timestamp":1747222550952,"version":"3.40.5"},"reference-count":35,"publisher":"Beilstein Institut","license":[{"start":{"date-parts":[[2020,7,28]],"date-time":"2020-07-28T00:00:00Z","timestamp":1595894400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0"},{"start":{"date-parts":[[2020,7,28]],"date-time":"2020-07-28T00:00:00Z","timestamp":1595894400000},"content-version":"am","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0"},{"start":{"date-parts":[[2020,7,28]],"date-time":"2020-07-28T00:00:00Z","timestamp":1595894400000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Beilstein J. Org. Chem."],"accepted":{"date-parts":[[2020,7,13]]},"abstract":"<jats:p>Diethyl 2-(perfluorophenyl)malonate was synthesized in 47% isolated yield by the reaction of sodium diethyl malonate and hexafluorobenzene. The resulting compound was considered as a starting material for synthesizing 2-(perfluorophenyl)malonic acid by hydrolysis. It was found that the desired 2-(perfluorophenyl)malonic acid could not be obtained from this ester by hydrolysis, neither under basic nor under acidic conditions. Nevertheless, hydrolysis of the ester with a mixture of HBr and AcOH gave 2-(perfluorophenyl)acetic acid in a good preparative yield of 63%. A significant advantage of this new approach to 2-(perfluorophenyl)acetic acid is that handling toxic substances such as cyanides and perfluorinated benzyl halides is avoided.<\/jats:p>","DOI":"10.3762\/bjoc.16.153","type":"journal-article","created":{"date-parts":[[2020,7,28]],"date-time":"2020-07-28T09:36:29Z","timestamp":1595928989000},"page":"1863-1868","source":"Crossref","is-referenced-by-count":2,"title":["On the hydrolysis of diethyl 2-(perfluorophenyl)malonate"],"prefix":"10.3762","volume":"16","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-9860-4141","authenticated-orcid":false,"given":"Ilya V","family":"Taydakov","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Mikhail A","family":"Kiskin","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"2086","published-online":{"date-parts":[[2020,7,28]]},"reference":[{"key":"ref1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2015.01.001"},{"key":"ref2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2015.10.008"},{"key":"ref3","doi-asserted-by":"publisher","DOI":"10.1021\/cb3003489"},{"key":"ref4","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2017.01.002"},{"key":"ref5","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2006.06.014"},{"key":"ref6","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201800641"},{"key":"ref7","doi-asserted-by":"publisher","DOI":"10.1039\/c4ob01752h"},{"key":"ref8","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201507029"},{"key":"ref9","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201301633"},{"key":"ref10","doi-asserted-by":"publisher","DOI":"10.1055\/s-0032-1316851"},{"key":"ref11","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2016.09.070"},{"key":"ref12","doi-asserted-by":"publisher","DOI":"10.1016\/j.jinorgbio.2016.01.016"},{"key":"ref13","doi-asserted-by":"publisher","DOI":"10.1039\/c7dt03562d"},{"key":"ref14","doi-asserted-by":"publisher","DOI":"10.1021\/acs.organomet.7b00206"},{"key":"ref15","doi-asserted-by":"publisher","DOI":"10.1016\/j.poly.2019.05.045"},{"key":"ref16","doi-asserted-by":"publisher","DOI":"10.1039\/c4ce00834k"},{"key":"ref17","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2007.08.134"},{"key":"ref18","doi-asserted-by":"publisher","DOI":"10.1021\/jo0621569"},{"key":"ref19","doi-asserted-by":"publisher","DOI":"10.1080\/17460441.2016.1223037"},{"key":"ref20","doi-asserted-by":"publisher","DOI":"10.1002\/anie.198106471"},{"key":"ref21","first-page":"758","volume":"6","author":"Vlasov","year":"1970","journal-title":"Zhurnal Organicheskoi Khimii"},{"key":"ref22","doi-asserted-by":"publisher","DOI":"10.1021\/ja01853a008"},{"key":"ref23","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2015.01.072"},{"key":"ref24","doi-asserted-by":"publisher","DOI":"10.1016\/s0040-4039(02)00314-3"},{"key":"ref26","first-page":"785","volume":"39","author":"Vlasov","year":"1969","journal-title":"Zhurnal Obshchei Khimii"},{"key":"ref28","doi-asserted-by":"publisher","DOI":"10.1021\/jo502075p"},{"key":"ref29","first-page":"961","volume":"2","author":"Fatiha","year":"2011","journal-title":"Asian Journal of Chemistry"},{"key":"ref30","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.9b04195"},{"key":"ref31","doi-asserted-by":"publisher","DOI":"10.1002\/cmdc.201300015"},{"key":"ref32","doi-asserted-by":"publisher","DOI":"10.1016\/s0022-1139(00)82414-8"},{"key":"ref34","doi-asserted-by":"publisher","DOI":"10.1248\/cpb.42.2063"},{"key":"ref36","doi-asserted-by":"publisher","DOI":"10.1135\/cccc19811173"},{"key":"ref37","doi-asserted-by":"publisher","DOI":"10.1055\/s-1986-31861"},{"key":"ref38","doi-asserted-by":"publisher","DOI":"10.1039\/jr9610000808"},{"key":"ref39","doi-asserted-by":"publisher","DOI":"10.1039\/jr9610003719"}],"container-title":["Beilstein Journal of Organic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.beilstein-journals.org\/bjoc\/articles\/16\/153","content-type":"text\/html","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/www.beilstein-journals.org\/bjoc\/content\/pdf\/1860-5397-16-153.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/www.beilstein-journals.org\/bjoc\/articles\/16\/153","content-type":"text\/html","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2021,6,24]],"date-time":"2021-06-24T08:39:54Z","timestamp":1624523994000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.beilstein-journals.org\/bjoc\/articles\/16\/153"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2020,7,28]]},"references-count":35,"URL":"https:\/\/doi.org\/10.3762\/bjoc.16.153","archive":["Portico"],"relation":{},"ISSN":["1860-5397"],"issn-type":[{"type":"electronic","value":"1860-5397"}],"subject":[],"published":{"date-parts":[[2020,7,28]]}}}