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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| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_1472779X_v_n8_p1461_Furlong |
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todo:paper_1472779X_v_n8_p1461_Furlong2023-10-03T16:18:06Z Relative acidity and basicity of amines in tetrahydrofuran and the influence of these factors on the carbonylation of lithium amides Furlong, J.J.P. Lewkowicz, E.S. Nudelman, N.S. 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. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar 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 |
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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. |
| format |
JOUR |
| author |
Furlong, J.J.P. Lewkowicz, E.S. Nudelman, N.S. |
| spellingShingle |
Furlong, J.J.P. Lewkowicz, E.S. Nudelman, N.S. Relative acidity and basicity of amines in tetrahydrofuran and the influence of these factors on the carbonylation of lithium amides |
| author_facet |
Furlong, J.J.P. Lewkowicz, E.S. Nudelman, N.S. |
| author_sort |
Furlong, J.J.P. |
| 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 |
| url |
http://hdl.handle.net/20.500.12110/paper_1472779X_v_n8_p1461_Furlong |
| work_keys_str_mv |
AT furlongjjp relativeacidityandbasicityofaminesintetrahydrofuranandtheinfluenceofthesefactorsonthecarbonylationoflithiumamides AT lewkowiczes relativeacidityandbasicityofaminesintetrahydrofuranandtheinfluenceofthesefactorsonthecarbonylationoflithiumamides AT nudelmanns relativeacidityandbasicityofaminesintetrahydrofuranandtheinfluenceofthesefactorsonthecarbonylationoflithiumamides |
| _version_ |
1782027394271412224 |