Mechanism of replacement of the nitro group and fluorine atom in meta-substituted nitrobenzenes by phenols in the presence of potassium carbonate Full article
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Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393 |
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| Output data | Year: 2005, Volume: 41, Number: 7, Pages: 978-983 Pages count : 6 DOI: 10.1007/s11178-005-0280-1 | ||
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Abstract:
The relative mobilities of the nitro group and fluorine atom in 1,3-dinitrobenzene and 1-fluoro3-nitrobenzene by the action of phenols in the presence of potassium carbonate in dimethylformamide at 95-125 degrees C were studied by the competing reaction method. The rate constant ratios k(NO2)/k(F) were correlated with the differences between the corresponding activation parameters (Delta Delta H-double dagger and Delta AS(double dagger)). The greater mobility of the nitro group was found to be determined by the entropy control of the reactivity of arenes. The activation parameters (Delta H-double dagger and Delta S-double dagger) were calculated, and the enthalpy entropy compensation effect was revealed. The reaction mechanism is discussed.
Cite:
Khalfina I.
, Vlasov V.
Mechanism of replacement of the nitro group and fluorine atom in meta-substituted nitrobenzenes by phenols in the presence of potassium carbonate
Russian Journal of Organic Chemistry. 2005. V.41. N7. P.978-983. DOI: 10.1007/s11178-005-0280-1 WOS Scopus РИНЦ OpenAlex
Mechanism of replacement of the nitro group and fluorine atom in meta-substituted nitrobenzenes by phenols in the presence of potassium carbonate
Russian Journal of Organic Chemistry. 2005. V.41. N7. P.978-983. DOI: 10.1007/s11178-005-0280-1 WOS Scopus РИНЦ OpenAlex
Original:
Халфина И.А.
, Власов В.М.
О механизме unco-замещения нитро-группы и атома фтора в мета-прот-водных нитробензола под действием фенолов в присутствии карбоната калия
Журнал органической химии (RUSS J ORG CHEM+). 2005. Т.41. №7. С.999-1005. РИНЦ
О механизме unco-замещения нитро-группы и атома фтора в мета-прот-водных нитробензола под действием фенолов в присутствии карбоната калия
Журнал органической химии (RUSS J ORG CHEM+). 2005. Т.41. №7. С.999-1005. РИНЦ
Dates:
| Published print: | Jul 1, 2005 |
Identifiers:
| Web of science: | WOS:000232449000007 |
| Scopus: | 2-s2.0-25144452868 |
| Elibrary: | 13486297 |
| OpenAlex: | W1979054548 |