| Autor: |
Parmanov A.B., Nurmanov S.E., Ruzimuradov O.N., Torambetov B.S., Ziyadullaev M.E., Abdullaev J.U., Tirkasheva S.I., Tursunov Sh.Sh. |
| Jazyk: |
English<br />French |
| Rok vydání: |
2024 |
| Předmět: |
|
| Zdroj: |
BIO Web of Conferences, Vol 84, p 05006 (2024) |
| Druh dokumentu: |
article |
| ISSN: |
2117-4458 |
| DOI: |
10.1051/bioconf/20248405006 |
| Popis: |
The reaction of benzoic, 4-methylbenzoic, 2-bromobenzoic and 4-bromobenzoic acids with phenylacetylene was carried out in a toluene solution at a temperature of 110 0C in the presence of a catalyst - 1 mol % [Zn(C4H7S2)4](NO3)2. In the coupling reaction of carboxylic acids with phenylacetylene a mixture of coupling products is formed according to the Markovnikov and anti-Markovnikov rules. A reaction mechanism was proposed and it was found that the yield of vinyl esters increased in the serie 4-CH3-C6H4COOH< C6H5COOH< 4-Br-C6H4COOH< 2-Br-C6H4COOH. It was found that with an increasing acidity of the carboxylic acids, the product formed by Markovnikov rule has been formed in a larger amount. On the contrary, as the acidity of the starting compounds decreased, the amount of the anti-Markovnikov coupling product has increased. The total yield of reaction products of phenylacetylene with carboxylic acid is 44% (65/35) in 4-methylbenzoic acid, 67% (80/20) in benzoic acid, 78% (82/18) in 4-bromobenzoic acid, 82% (85 /15) in 2-bromobenzoic acid. The structure of the synthesized vinyl esters was proved on the base of the analysis of IR, 1H, 13C NMR and Mass spectrums. |
| Databáze: |
Directory of Open Access Journals |
| Externí odkaz: |
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