HYDROGEN SULFIDE IN NUCLEOPHILIC SUBSTITUTION REACTIONS OF HYDROXY GROUPS IN AROMATIC ALCOHOLS

IF 0.6 Q4 CHEMISTRY, MULTIDISCIPLINARY
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 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
芳香醇中羟基亲核取代反应中的硫化氢
大多数获得芳香硫醇的方法是在高温、高压和催化剂存在的情况下,将硫代酸钠、硫脲或黄药钾作为亲核试剂,在芳烃的卤素衍生物上进行亲核取代反应。首次研究了硫化氢在乙腈和吡啶离子液体中单电子还原条件下,酚类、邻苯二酚和苯甲醇中oh -基团亲核取代hs -基团的直接反应。所提出的反应在室温和常压下进行。“绿色”溶剂离子液体的使用使合成时间缩短了一半,提高了工艺的生态安全友好性,减少了试剂的消耗。这些研究的主要积极特征不仅是亲核取代反应的生态安全性(由于没有有害的副产物),而且在离子液体介质中使用电化学反应,这在现代科学中与新环境技术的发展非常相关。引用本文:Okhlobystina a.v., Okhlobystin a.o., Berberova n.t., Burmistrova D.A.。芳香醇中羟基亲核取代反应中的硫化氢。Izv。Vyssh。Uchebn。Zaved。Khim。Khim。Tekhnol》2018。v . 61。N 9。p . 36-41 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
CiteScore
1.40
自引率
44.40%
发文量
83
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信