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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1990
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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 |
_version_ |
1768546602494984192 |