4-(Dimethylamino)pyridinium chlorosulfonate: A new ionic liquid exhibiting chlorosulfonic acid action as monoprotic Bronsted acid and no sulfonating reagent
Many papers considered chlorosulfonic acid as a sulfonating and sulfating agent, whereas our previous work and a few reports showed it acts as a monoprotic Bronsted acid. Therefore, in the present work, we decided to respond to this question by investigating the reaction between chlorosulfonic acid...
Saved in:
Main Authors: | , , , |
---|---|
Format: | Article |
Published: |
Elsevier
2022
|
Subjects: | |
Online Access: | http://eprints.um.edu.my/33656/ |
Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
id |
my.um.eprints.33656 |
---|---|
record_format |
eprints |
spelling |
my.um.eprints.336562022-07-28T02:53:38Z http://eprints.um.edu.my/33656/ 4-(Dimethylamino)pyridinium chlorosulfonate: A new ionic liquid exhibiting chlorosulfonic acid action as monoprotic Bronsted acid and no sulfonating reagent Zaharani, Lia Johan, Mohd Rafie Titinchi, Salam Khaligh, Nader Ghaffari QC Physics QD Chemistry Many papers considered chlorosulfonic acid as a sulfonating and sulfating agent, whereas our previous work and a few reports showed it acts as a monoprotic Bronsted acid. Therefore, in the present work, we decided to respond to this question by investigating the reaction between chlorosulfonic acid and DMAP. First, a new ionic liquid viz. 4-dimethylaminopyridinium chlorosulfonate was obtained, which its chemical structure was elucidated using different spectroscopic techniques. Another derivative, 4-dimethylaminopyridinium hydrogen sulfate, was also synthesized, which showed a similar NMR pattern. The NMR spectra analyses of reactants, the new ionic liquid, and 4-dimethylaminopyridinium hydrogen sulfate support the formation of 4-dimethylaminopyridinium chlorosulfonate. Therefore, the formation of N-sulfonic acid-4-dimethylaminopyridinium chloride or 4-dimethylaminopyridinium sulfate and the presence of an excess of chlorosulfonic acid and sulfuric acid were ruled out based on the spectroscopic results. Finally, the new ionic liquid's thermal behavior and thermal stability were investigated, and a possible mechanism was presented for its degradation based on a TGA/DTA analysis. (C) 2021 Elsevier B.V. All rights reserved. Elsevier 2022-01-01 Article PeerReviewed Zaharani, Lia and Johan, Mohd Rafie and Titinchi, Salam and Khaligh, Nader Ghaffari (2022) 4-(Dimethylamino)pyridinium chlorosulfonate: A new ionic liquid exhibiting chlorosulfonic acid action as monoprotic Bronsted acid and no sulfonating reagent. Journal of Molecular Liquids, 345. ISSN 0167-7322, DOI https://doi.org/10.1016/j.molliq.2021.118261 <https://doi.org/10.1016/j.molliq.2021.118261>. 10.1016/j.molliq.2021.118261 |
institution |
Universiti Malaya |
building |
UM Library |
collection |
Institutional Repository |
continent |
Asia |
country |
Malaysia |
content_provider |
Universiti Malaya |
content_source |
UM Research Repository |
url_provider |
http://eprints.um.edu.my/ |
topic |
QC Physics QD Chemistry |
spellingShingle |
QC Physics QD Chemistry Zaharani, Lia Johan, Mohd Rafie Titinchi, Salam Khaligh, Nader Ghaffari 4-(Dimethylamino)pyridinium chlorosulfonate: A new ionic liquid exhibiting chlorosulfonic acid action as monoprotic Bronsted acid and no sulfonating reagent |
description |
Many papers considered chlorosulfonic acid as a sulfonating and sulfating agent, whereas our previous work and a few reports showed it acts as a monoprotic Bronsted acid. Therefore, in the present work, we decided to respond to this question by investigating the reaction between chlorosulfonic acid and DMAP. First, a new ionic liquid viz. 4-dimethylaminopyridinium chlorosulfonate was obtained, which its chemical structure was elucidated using different spectroscopic techniques. Another derivative, 4-dimethylaminopyridinium hydrogen sulfate, was also synthesized, which showed a similar NMR pattern. The NMR spectra analyses of reactants, the new ionic liquid, and 4-dimethylaminopyridinium hydrogen sulfate support the formation of 4-dimethylaminopyridinium chlorosulfonate. Therefore, the formation of N-sulfonic acid-4-dimethylaminopyridinium chloride or 4-dimethylaminopyridinium sulfate and the presence of an excess of chlorosulfonic acid and sulfuric acid were ruled out based on the spectroscopic results. Finally, the new ionic liquid's thermal behavior and thermal stability were investigated, and a possible mechanism was presented for its degradation based on a TGA/DTA analysis. (C) 2021 Elsevier B.V. All rights reserved. |
format |
Article |
author |
Zaharani, Lia Johan, Mohd Rafie Titinchi, Salam Khaligh, Nader Ghaffari |
author_facet |
Zaharani, Lia Johan, Mohd Rafie Titinchi, Salam Khaligh, Nader Ghaffari |
author_sort |
Zaharani, Lia |
title |
4-(Dimethylamino)pyridinium chlorosulfonate: A new ionic liquid exhibiting chlorosulfonic acid action as monoprotic Bronsted acid and no sulfonating reagent |
title_short |
4-(Dimethylamino)pyridinium chlorosulfonate: A new ionic liquid exhibiting chlorosulfonic acid action as monoprotic Bronsted acid and no sulfonating reagent |
title_full |
4-(Dimethylamino)pyridinium chlorosulfonate: A new ionic liquid exhibiting chlorosulfonic acid action as monoprotic Bronsted acid and no sulfonating reagent |
title_fullStr |
4-(Dimethylamino)pyridinium chlorosulfonate: A new ionic liquid exhibiting chlorosulfonic acid action as monoprotic Bronsted acid and no sulfonating reagent |
title_full_unstemmed |
4-(Dimethylamino)pyridinium chlorosulfonate: A new ionic liquid exhibiting chlorosulfonic acid action as monoprotic Bronsted acid and no sulfonating reagent |
title_sort |
4-(dimethylamino)pyridinium chlorosulfonate: a new ionic liquid exhibiting chlorosulfonic acid action as monoprotic bronsted acid and no sulfonating reagent |
publisher |
Elsevier |
publishDate |
2022 |
url |
http://eprints.um.edu.my/33656/ |
_version_ |
1739828466145034240 |
score |
13.18916 |