Quantum chemical studies of mechanisms of organic reactions: VI. Reaction of ethane-1,2-dithiol with vinylidene chloride
| Autor: | E. P. Levanova, E. A. Chirkina, Leonid B. Krivdin |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
Nucleophilic addition
010405 organic chemistry Organic Chemistry Inorganic chemistry Hydrazine Dithiol chemistry.chemical_element 010402 general chemistry 01 natural sciences Chloride 0104 chemical sciences chemistry.chemical_compound chemistry Organic reaction Polymer chemistry Chlorine Nucleophilic substitution medicine Hydroxide medicine.drug |
| Zdroj: | Russian Journal of Organic Chemistry. 53:986-994 |
| ISSN: | 1608-3393 1070-4280 |
| DOI: | 10.1134/s1070428017070053 |
| Popis: | A theoretical mechanism has been proposed for the reaction of vinylidene chloride with ethane-1,2-dithiol in the system hydrazine hydrate–potassium hydroxide on the basis of DFT quantum chemical calculations at the B3LYP/6-311++G(d,p) level of theory. The reaction includes two consecutive stages: dehydrochlorination of vinylidene chloride to chloroacetylene and nucleophilic addition of one thiol group of ethane-1,2-dithiol to the β-carbon atom of chloroacetylene, followed by closure of 2,3-dihydro-1,4-dithiine ring via nucleophilic substitution of chlorine by sulfur atom of the second thiol group. |
| Databáze: | OpenAIRE |
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