Relative acidity and basicity of amines in tetrahydrofuran and the influence of these factors on the carbonylation of lithium amides

The equilibrium constants for the ion-pair formation between 2,4-dinitrophenol and the following amines: pyrrolidine, piperidine, dibutylamine, di-isopropylamine, cyclohexylisopropylamine, dicyclohexylamine, morpholine, and diethylamine, in tetrahydrofuran (THF) have been measured. The relative acid...

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Autor principal: Lewkowicz, Elizabeth Sandra
Publicado: 1990
Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1472779X_v_n8_p1461_Furlong
http://hdl.handle.net/20.500.12110/paper_1472779X_v_n8_p1461_Furlong
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spelling paper:paper_1472779X_v_n8_p1461_Furlong2023-06-08T16:17:30Z Relative acidity and basicity of amines in tetrahydrofuran and the influence of these factors on the carbonylation of lithium amides Lewkowicz, Elizabeth Sandra The equilibrium constants for the ion-pair formation between 2,4-dinitrophenol and the following amines: pyrrolidine, piperidine, dibutylamine, di-isopropylamine, cyclohexylisopropylamine, dicyclohexylamine, morpholine, and diethylamine, in tetrahydrofuran (THF) have been measured. The relative acidities of the same amines (except diethylamine) have been also determined, as well as the pKa-values for di-isopropylamine, cyclohexylisopropylamine, and dicyclohexylamine in THF. The results show the importance of acid-base equilibria in determining the product distribution in the carbonylation of lithium amides in THF. They also explain the role of the [amine]:[amide] ratio in determining the reaction products. Fil:Lewkowicz, E.S. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 1990 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1472779X_v_n8_p1461_Furlong http://hdl.handle.net/20.500.12110/paper_1472779X_v_n8_p1461_Furlong
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
description The equilibrium constants for the ion-pair formation between 2,4-dinitrophenol and the following amines: pyrrolidine, piperidine, dibutylamine, di-isopropylamine, cyclohexylisopropylamine, dicyclohexylamine, morpholine, and diethylamine, in tetrahydrofuran (THF) have been measured. The relative acidities of the same amines (except diethylamine) have been also determined, as well as the pKa-values for di-isopropylamine, cyclohexylisopropylamine, and dicyclohexylamine in THF. The results show the importance of acid-base equilibria in determining the product distribution in the carbonylation of lithium amides in THF. They also explain the role of the [amine]:[amide] ratio in determining the reaction products.
author Lewkowicz, Elizabeth Sandra
spellingShingle Lewkowicz, Elizabeth Sandra
Relative acidity and basicity of amines in tetrahydrofuran and the influence of these factors on the carbonylation of lithium amides
author_facet Lewkowicz, Elizabeth Sandra
author_sort Lewkowicz, Elizabeth Sandra
title Relative acidity and basicity of amines in tetrahydrofuran and the influence of these factors on the carbonylation of lithium amides
title_short Relative acidity and basicity of amines in tetrahydrofuran and the influence of these factors on the carbonylation of lithium amides
title_full Relative acidity and basicity of amines in tetrahydrofuran and the influence of these factors on the carbonylation of lithium amides
title_fullStr Relative acidity and basicity of amines in tetrahydrofuran and the influence of these factors on the carbonylation of lithium amides
title_full_unstemmed Relative acidity and basicity of amines in tetrahydrofuran and the influence of these factors on the carbonylation of lithium amides
title_sort relative acidity and basicity of amines in tetrahydrofuran and the influence of these factors on the carbonylation of lithium amides
publishDate 1990
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1472779X_v_n8_p1461_Furlong
http://hdl.handle.net/20.500.12110/paper_1472779X_v_n8_p1461_Furlong
work_keys_str_mv AT lewkowiczelizabethsandra relativeacidityandbasicityofaminesintetrahydrofuranandtheinfluenceofthesefactorsonthecarbonylationoflithiumamides
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