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Literature DB >> 27115918

Acidity of Strong Acids in Water and Dimethyl Sulfoxide.

Aleksander Trummal¹, Lauri Lipping², Ivari Kaljurand², Ilmar A Koppel², Ivo Leito².

Abstract

Careful analysis and comparison of the available acidity data of HCl, HBr, HI, HClO4, and CF3SO3H in water, dimethyl sulfoxide (DMSO), and gas-phase has been carried out. The data include experimental and computational pKa and gas-phase acidity data from the literature, as well as high-level computations using different approaches (including the W1 theory) carried out in this work. As a result of the analysis, for every acid in every medium, a recommended acidity value is presented. In some cases, the currently accepted pKa values were revised by more than 10 orders of magnitude.

Entities: Chemical Disease

Year: 2016 PMID： 27115918 DOI： 10.1021/acs.jpca.6b02253

Source DB: PubMed Journal: J Phys Chem A ISSN： 1089-5639 Impact factor: 2.781

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Cited

21 in total

1. Silylaryl Halides Can Replace Triflates as Aryne Precursors.

Authors: Milad Mesgar; Olafs Daugulis
Journal: Org Lett Date: 2016-07-14 Impact factor: 6.005

2. Synthesis of 1,2-Bis(trifluoromethylthio)arenes via Aryne Intermediates.

Authors: Milad Mesgar; Olafs Daugulis
Journal: Org Lett Date: 2017-07-28 Impact factor: 6.005

3. Structural Characterization of a Series of N5-Ligated Mn^IV -Oxo Species.

Authors: Allyssa A Massie; Melissa C Denler; Reena Singh; Arup Sinha; Ebbe Nordlander; Timothy A Jackson
Journal: Chemistry Date: 2019-12-20 Impact factor: 5.236

4. Kinetics of Nucleophilic Substitution of Compounds Containing Multiple Leaving Groups Bound to a Neopentyl Skeleton.

Authors: Petr Kasal; Jindřich Jindřich
Journal: ACS Omega Date: 2022-06-02

5. Acidity and nucleophilic reactivity of glutathione persulfide.

Authors: Dayana Benchoam; Jonathan A Semelak; Ernesto Cuevasanta; Mauricio Mastrogiovanni; Juan S Grassano; Gerardo Ferrer-Sueta; Ari Zeida; Madia Trujillo; Matías N Möller; Darío A Estrin; Beatriz Alvarez
Journal: J Biol Chem Date: 2020-09-01 Impact factor: 5.157

Acidity of Strong Acids in Water and Dimethyl Sulfoxide.

1. Silylaryl Halides Can Replace Triflates as Aryne Precursors.

2. Synthesis of 1,2-Bis(trifluoromethylthio)arenes via Aryne Intermediates.

3. Structural Characterization of a Series of N5-Ligated Mn^IV -Oxo Species.

4. Kinetics of Nucleophilic Substitution of Compounds Containing Multiple Leaving Groups Bound to a Neopentyl Skeleton.

5. Acidity and nucleophilic reactivity of glutathione persulfide.

6. High pressure as a novel tool for the cationic ROP of γ-butyrolactone.

7. In-Situ Electronegativity and the Bridging of Chemical Bonding Concepts.

8. Competition between Hydrogen Evolution and Carbon Dioxide Reduction on Copper Electrodes in Mildly Acidic Media.

9. Brønsted-Acid-Catalyzed Intramolecular Carbonyl-Olefin Reactions: Interrupted Metathesis vs Carbonyl-Ene Reaction.

10. Understanding the solubilization of Ca acetylide with a new computational model for ionic pairs.