A. V. Okhlobystina, A. Okhlobystin, N. Berberova, D. Burmistrova
{"title":"HYDROGEN SULFIDE IN NUCLEOPHILIC SUBSTITUTION REACTIONS OF HYDROXY GROUPS IN AROMATIC ALCOHOLS","authors":"A. V. Okhlobystina, A. Okhlobystin, N. Berberova, D. Burmistrova","doi":"10.6060/IVKKT.20186109-10.5716","DOIUrl":null,"url":null,"abstract":"Most methods of obtaining aromatic thiols are based on nucleophilic substitution reactions at halogen derivatives of aromatic hydrocarbons when used as nucleophilic reagents sodium thiolate, thiourea or potassium xanthate at high temperatures, pressure and in the presence of catalysts. The direct reaction of nucleophilic substitution of OH-groups in the phenols, pyrocatechol and benzyl alcohol to the HS-group in conditions of one-electron reducrion of hydrogen sulfide in acetonitrile and pyridinium ionic liquid was investigated for the first time. The proposed reactions proceed at room temperature and atmospheric pressure. The use of \"green\" solvent - ionic liquid - reduces the syntheses time in а half, improves ecological safety friendliness of the process and reduces the consumption of reagents. The main positive feature of these studies is not only ecological safety of reactions of nucleophilic substitution (due to the lack of harmful byproducts), but the use of electrochemical reactions in ionic liquid media, that is very relevant in modern science in terms of new environmental technologies development. \nFor citation: \nOkhlobystina A.V., Okhlobystin A.O., Berberova N.T., Burmistrova D.A. Hydrogen sulfide in nucleophilic substitution reactions of hydroxy groups in aromatic alcohols. Izv. Vyssh. Uchebn. Zaved. Khim. Khim. Tekhnol. 2018. V. 61. N 9-10. P. 36-41 \n . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .","PeriodicalId":45993,"journal":{"name":"Izvestiya Vysshikh Uchebnykh Zavedenii Khimiya i Khimicheskaya Tekhnologiya","volume":null,"pages":null},"PeriodicalIF":0.6000,"publicationDate":"2018-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Izvestiya Vysshikh Uchebnykh Zavedenii Khimiya i Khimicheskaya Tekhnologiya","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.6060/IVKKT.20186109-10.5716","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
Most methods of obtaining aromatic thiols are based on nucleophilic substitution reactions at halogen derivatives of aromatic hydrocarbons when used as nucleophilic reagents sodium thiolate, thiourea or potassium xanthate at high temperatures, pressure and in the presence of catalysts. The direct reaction of nucleophilic substitution of OH-groups in the phenols, pyrocatechol and benzyl alcohol to the HS-group in conditions of one-electron reducrion of hydrogen sulfide in acetonitrile and pyridinium ionic liquid was investigated for the first time. The proposed reactions proceed at room temperature and atmospheric pressure. The use of "green" solvent - ionic liquid - reduces the syntheses time in а half, improves ecological safety friendliness of the process and reduces the consumption of reagents. The main positive feature of these studies is not only ecological safety of reactions of nucleophilic substitution (due to the lack of harmful byproducts), but the use of electrochemical reactions in ionic liquid media, that is very relevant in modern science in terms of new environmental technologies development.
For citation:
Okhlobystina A.V., Okhlobystin A.O., Berberova N.T., Burmistrova D.A. Hydrogen sulfide in nucleophilic substitution reactions of hydroxy groups in aromatic alcohols. Izv. Vyssh. Uchebn. Zaved. Khim. Khim. Tekhnol. 2018. V. 61. N 9-10. P. 36-41
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