{"title":"Expected and unexpected products from reacting Sanger’s reagent with p-phenylenediamine","authors":"M. Plater, William TA Harrison","doi":"10.1177/17475198231212673","DOIUrl":null,"url":null,"abstract":"p-Phenylenediamine reacts with Sanger’s reagent in hot ethanol to give the expected mono- and di-substitution products, but in ethanol at room temperature, it gave exclusively 2-nitro-5-fluorophenyl- p-phenylenediamine, where a hydrogen atom is displaced by attack at an activated, unsubstituted position. The reactions of p-phenylenediamine and aniline with Sanger’s reagent were compared in the cheap, ‘green’ solvent ethanol.","PeriodicalId":15323,"journal":{"name":"Journal of Chemical Research","volume":"63 1","pages":""},"PeriodicalIF":1.0000,"publicationDate":"2023-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Chemical Research","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1177/17475198231212673","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
p-Phenylenediamine reacts with Sanger’s reagent in hot ethanol to give the expected mono- and di-substitution products, but in ethanol at room temperature, it gave exclusively 2-nitro-5-fluorophenyl- p-phenylenediamine, where a hydrogen atom is displaced by attack at an activated, unsubstituted position. The reactions of p-phenylenediamine and aniline with Sanger’s reagent were compared in the cheap, ‘green’ solvent ethanol.
期刊介绍：
The Journal of Chemical Research is a monthly journal which has a broad international authorship and publishes research papers and reviews in all branches of experimental chemistry. Established in 1977 as a joint venture by the British, French and German chemical societies it maintains the high standards set by the founding societies. Each paper is independently peer reviewed and only carefully evaluated contributions are accepted. Recent papers have described new synthetic methods, new heterocyclic compounds, new natural products, and the inorganic chemistry of metal complexes.
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