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HERO ID
8785450
Reference Type
Journal Article
Title
Hydrogen sulfide in reactions of nucleophilic substitution of hydroxy groups in aromatic alcohols
Author(s)
Okhlobystina, AV; Okhlobystin, AO; Berberova, N; Burmistrova, DA
Year
2018
Is Peer Reviewed?
1
Journal
Izvestiya Vysshikh Uchebnykh Zavedenii. Khimiya i Khimicheskaya Tekhnologiya
ISSN:
0579-2991
Volume
61
Issue
9-10
Page Numbers
36-41
Language
English
DOI
10.6060/ivkkt.20186109-10.5716
Abstract
Most of the known methods for the preparation of aromatic thiols are based on nucleophilic substitution reactions in halogenated aromatic hydrocarbons using sodium thiolate, thiourea, or potassium xanthate as nucleophilic reagents at high temperatures, pressure and in the presence of catalysts. This work is the first to study the reactions of direct nucleophilic substitution of OH groups in phenols, pyrocatechols, and benzyl alcohol by the HS group under the conditions of one-electron reduction of hydrogen sulfide in acetonitrile and an ionic liquid of the pyridinium type. The proposed reactions take place at room temperature and atmospheric pressure. The use of a "green" solvent - an ionic liquid - cuts the synthesis time by half, increases the environmental friendliness of the process and reduces the consumption of reagents.
Keywords
hydrogen sulfide; thiophenol; 1;2-dithiophenol; pyrocatechol; nucleophilic substitution; electrochemical synthesis
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