On the Existence of the Elusive Monomethyl Ester of Carbonic Acid [CH 3 OC(O)OH] at 300 K: 1 H‐ and 13 C NMR Measurements and DFT Calculations
Abstract The elusive monomethyl ester of carbonic acid [CH 3 OC(O)OH] has been prepared at 300 K by protonation of the sodium salt NaOC(O)OCH 3 with anhydrous HCl or water and characterized by 1 H‐ and 13 C NMR spectroscopy. The stability of the acid and its reactivity towards hydroxo ions and methy...
Published in: | European Journal of Inorganic Chemistry |
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crwiley:10.1002/ejic.200500622 2024-06-23T07:52:03+00:00 On the Existence of the Elusive Monomethyl Ester of Carbonic Acid [CH 3 OC(O)OH] at 300 K: 1 H‐ and 13 C NMR Measurements and DFT Calculations Dibenedetto, Angela Aresta, Michele Giannoccaro, Potenzo Pastore, Carlo Pápai, Imre Schubert, Gábor 2006 http://dx.doi.org/10.1002/ejic.200500622 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fejic.200500622 https://onlinelibrary.wiley.com/doi/pdf/10.1002/ejic.200500622 https://onlinelibrary.wiley.com/doi/full-xml/10.1002/ejic.200500622 en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor European Journal of Inorganic Chemistry volume 2006, issue 5, page 908-913 ISSN 1434-1948 1099-0682 journal-article 2006 crwiley https://doi.org/10.1002/ejic.200500622 2024-06-06T04:20:57Z Abstract The elusive monomethyl ester of carbonic acid [CH 3 OC(O)OH] has been prepared at 300 K by protonation of the sodium salt NaOC(O)OCH 3 with anhydrous HCl or water and characterized by 1 H‐ and 13 C NMR spectroscopy. The stability of the acid and its reactivity towards hydroxo ions and methylating agents under ambient conditions are discussed. The energetics and the mechanism of the investigated reactions are examined on the basis of density functional calculations. For kinetic and thermodynamic reasons CH 3 OC(O)OH is unlikely to be formed by insertion of CO 2 into the O–H bond of methanol. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006) Article in Journal/Newspaper Carbonic acid Wiley Online Library European Journal of Inorganic Chemistry 2006 5 908 913 |
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Wiley Online Library |
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crwiley |
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English |
description |
Abstract The elusive monomethyl ester of carbonic acid [CH 3 OC(O)OH] has been prepared at 300 K by protonation of the sodium salt NaOC(O)OCH 3 with anhydrous HCl or water and characterized by 1 H‐ and 13 C NMR spectroscopy. The stability of the acid and its reactivity towards hydroxo ions and methylating agents under ambient conditions are discussed. The energetics and the mechanism of the investigated reactions are examined on the basis of density functional calculations. For kinetic and thermodynamic reasons CH 3 OC(O)OH is unlikely to be formed by insertion of CO 2 into the O–H bond of methanol. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006) |
format |
Article in Journal/Newspaper |
author |
Dibenedetto, Angela Aresta, Michele Giannoccaro, Potenzo Pastore, Carlo Pápai, Imre Schubert, Gábor |
spellingShingle |
Dibenedetto, Angela Aresta, Michele Giannoccaro, Potenzo Pastore, Carlo Pápai, Imre Schubert, Gábor On the Existence of the Elusive Monomethyl Ester of Carbonic Acid [CH 3 OC(O)OH] at 300 K: 1 H‐ and 13 C NMR Measurements and DFT Calculations |
author_facet |
Dibenedetto, Angela Aresta, Michele Giannoccaro, Potenzo Pastore, Carlo Pápai, Imre Schubert, Gábor |
author_sort |
Dibenedetto, Angela |
title |
On the Existence of the Elusive Monomethyl Ester of Carbonic Acid [CH 3 OC(O)OH] at 300 K: 1 H‐ and 13 C NMR Measurements and DFT Calculations |
title_short |
On the Existence of the Elusive Monomethyl Ester of Carbonic Acid [CH 3 OC(O)OH] at 300 K: 1 H‐ and 13 C NMR Measurements and DFT Calculations |
title_full |
On the Existence of the Elusive Monomethyl Ester of Carbonic Acid [CH 3 OC(O)OH] at 300 K: 1 H‐ and 13 C NMR Measurements and DFT Calculations |
title_fullStr |
On the Existence of the Elusive Monomethyl Ester of Carbonic Acid [CH 3 OC(O)OH] at 300 K: 1 H‐ and 13 C NMR Measurements and DFT Calculations |
title_full_unstemmed |
On the Existence of the Elusive Monomethyl Ester of Carbonic Acid [CH 3 OC(O)OH] at 300 K: 1 H‐ and 13 C NMR Measurements and DFT Calculations |
title_sort |
on the existence of the elusive monomethyl ester of carbonic acid [ch 3 oc(o)oh] at 300 k: 1 h‐ and 13 c nmr measurements and dft calculations |
publisher |
Wiley |
publishDate |
2006 |
url |
http://dx.doi.org/10.1002/ejic.200500622 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fejic.200500622 https://onlinelibrary.wiley.com/doi/pdf/10.1002/ejic.200500622 https://onlinelibrary.wiley.com/doi/full-xml/10.1002/ejic.200500622 |
genre |
Carbonic acid |
genre_facet |
Carbonic acid |
op_source |
European Journal of Inorganic Chemistry volume 2006, issue 5, page 908-913 ISSN 1434-1948 1099-0682 |
op_rights |
http://onlinelibrary.wiley.com/termsAndConditions#vor |
op_doi |
https://doi.org/10.1002/ejic.200500622 |
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European Journal of Inorganic Chemistry |
container_volume |
2006 |
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5 |
container_start_page |
908 |
op_container_end_page |
913 |
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1802643240791310336 |