Conductivity and Redox Potentials of Ionic Liquid Trihalogen Monoanions [X3]−, [XY2]−, and [BrF4]− (X=Cl, Br, I and Y=Cl, Br)

Abstract The ionic liquid (IL) trihalogen monoanions [N2221][X3]− and [N2221][XY2]− ([N2221]+=triethylmethylammonium, X=Cl, Br, I, Y=Cl, Br) were investigated electrochemically via temperature dependent conductance and cyclic voltammetry (CV) measurements. The polyhalogen monoanions were measured bo...

Full description

Bibliographic Details
Main Authors: Tyler A. Gully, Patrick Voßnacker, Jonas R. Schmid, Helmut Beckers, Prof. Dr. Sebastian Riedel
Format: Article
Language:English
Published: Wiley-VCH 2021-02-01
Series:ChemistryOpen
Subjects:
Online Access:https://doi.org/10.1002/open.202000263
_version_ 1818437600911818752
author Tyler A. Gully
Patrick Voßnacker
Jonas R. Schmid
Helmut Beckers
Prof. Dr. Sebastian Riedel
author_facet Tyler A. Gully
Patrick Voßnacker
Jonas R. Schmid
Helmut Beckers
Prof. Dr. Sebastian Riedel
author_sort Tyler A. Gully
collection DOAJ
description Abstract The ionic liquid (IL) trihalogen monoanions [N2221][X3]− and [N2221][XY2]− ([N2221]+=triethylmethylammonium, X=Cl, Br, I, Y=Cl, Br) were investigated electrochemically via temperature dependent conductance and cyclic voltammetry (CV) measurements. The polyhalogen monoanions were measured both as neat salts and as double salts in 1‐butyl‐1‐methyl‐pyrrolidinium trifluoromethane‐sulfonate ([BMP][OTf], [X3]−/[XY2]− 0.5 M). Lighter IL trihalogen monoanions displayed higher conductivities than their heavier homologues, with [Cl3]− being 1.1 and 3.7 times greater than [Br3]− and [I3]−, respectively. The addition of [BMP][OTf] reduced the conductivity significantly. Within the group of polyhalogen monoanions, the oxidation potential develops in the series [Cl3]−>[BrCl2]−>[Br3]−>[IBr2]−>[ICl2]−>[I3]−. The redox potential of the interhalogen monoanions was found to be primarily determined by the central halogen, I in [ICl2]− and [IBr2]−, and Br in [BrCl2]−. Additionally, tetrafluorobromate(III) ([N2221]+[BrF4]−) was analyzed via CV in MeCN at 0 °C, yielding a single reversible redox process ([BrF2]−/[BrF4]−).
first_indexed 2024-12-14T17:27:15Z
format Article
id doaj.art-abaa31c86d4e40039e598c1b1187c318
institution Directory Open Access Journal
issn 2191-1363
language English
last_indexed 2024-12-14T17:27:15Z
publishDate 2021-02-01
publisher Wiley-VCH
record_format Article
series ChemistryOpen
spelling doaj.art-abaa31c86d4e40039e598c1b1187c3182022-12-21T22:53:12ZengWiley-VCHChemistryOpen2191-13632021-02-0110225526410.1002/open.202000263Conductivity and Redox Potentials of Ionic Liquid Trihalogen Monoanions [X3]−, [XY2]−, and [BrF4]− (X=Cl, Br, I and Y=Cl, Br)Tyler A. Gully0Patrick Voßnacker1Jonas R. Schmid2Helmut Beckers3Prof. Dr. Sebastian Riedel4Freie Universität Berlin Fachbereich Biologie, Chemie, Pharmazie Institut für Chemie und Biochemie – Anorganische Chemie Fabeckstr. 34/36 14195 Berlin GermanyFreie Universität Berlin Fachbereich Biologie, Chemie, Pharmazie Institut für Chemie und Biochemie – Anorganische Chemie Fabeckstr. 34/36 14195 Berlin GermanyFreie Universität Berlin Fachbereich Biologie, Chemie, Pharmazie Institut für Chemie und Biochemie – Anorganische Chemie Fabeckstr. 34/36 14195 Berlin GermanyFreie Universität Berlin Fachbereich Biologie, Chemie, Pharmazie Institut für Chemie und Biochemie – Anorganische Chemie Fabeckstr. 34/36 14195 Berlin GermanyFreie Universität Berlin Fachbereich Biologie, Chemie, Pharmazie Institut für Chemie und Biochemie – Anorganische Chemie Fabeckstr. 34/36 14195 Berlin GermanyAbstract The ionic liquid (IL) trihalogen monoanions [N2221][X3]− and [N2221][XY2]− ([N2221]+=triethylmethylammonium, X=Cl, Br, I, Y=Cl, Br) were investigated electrochemically via temperature dependent conductance and cyclic voltammetry (CV) measurements. The polyhalogen monoanions were measured both as neat salts and as double salts in 1‐butyl‐1‐methyl‐pyrrolidinium trifluoromethane‐sulfonate ([BMP][OTf], [X3]−/[XY2]− 0.5 M). Lighter IL trihalogen monoanions displayed higher conductivities than their heavier homologues, with [Cl3]− being 1.1 and 3.7 times greater than [Br3]− and [I3]−, respectively. The addition of [BMP][OTf] reduced the conductivity significantly. Within the group of polyhalogen monoanions, the oxidation potential develops in the series [Cl3]−>[BrCl2]−>[Br3]−>[IBr2]−>[ICl2]−>[I3]−. The redox potential of the interhalogen monoanions was found to be primarily determined by the central halogen, I in [ICl2]− and [IBr2]−, and Br in [BrCl2]−. Additionally, tetrafluorobromate(III) ([N2221]+[BrF4]−) was analyzed via CV in MeCN at 0 °C, yielding a single reversible redox process ([BrF2]−/[BrF4]−).https://doi.org/10.1002/open.202000263polyhalogen monoanionscyclic voltammetryionic liquidsconductivittetrafluorobromate
spellingShingle Tyler A. Gully
Patrick Voßnacker
Jonas R. Schmid
Helmut Beckers
Prof. Dr. Sebastian Riedel
Conductivity and Redox Potentials of Ionic Liquid Trihalogen Monoanions [X3]−, [XY2]−, and [BrF4]− (X=Cl, Br, I and Y=Cl, Br)
ChemistryOpen
polyhalogen monoanions
cyclic voltammetry
ionic liquids
conductivit
tetrafluorobromate
title Conductivity and Redox Potentials of Ionic Liquid Trihalogen Monoanions [X3]−, [XY2]−, and [BrF4]− (X=Cl, Br, I and Y=Cl, Br)
title_full Conductivity and Redox Potentials of Ionic Liquid Trihalogen Monoanions [X3]−, [XY2]−, and [BrF4]− (X=Cl, Br, I and Y=Cl, Br)
title_fullStr Conductivity and Redox Potentials of Ionic Liquid Trihalogen Monoanions [X3]−, [XY2]−, and [BrF4]− (X=Cl, Br, I and Y=Cl, Br)
title_full_unstemmed Conductivity and Redox Potentials of Ionic Liquid Trihalogen Monoanions [X3]−, [XY2]−, and [BrF4]− (X=Cl, Br, I and Y=Cl, Br)
title_short Conductivity and Redox Potentials of Ionic Liquid Trihalogen Monoanions [X3]−, [XY2]−, and [BrF4]− (X=Cl, Br, I and Y=Cl, Br)
title_sort conductivity and redox potentials of ionic liquid trihalogen monoanions x3 xy2 and brf4 x cl br i and y cl br
topic polyhalogen monoanions
cyclic voltammetry
ionic liquids
conductivit
tetrafluorobromate
url https://doi.org/10.1002/open.202000263
work_keys_str_mv AT tyleragully conductivityandredoxpotentialsofionicliquidtrihalogenmonoanionsx3xy2andbrf4xclbriandyclbr
AT patrickvoßnacker conductivityandredoxpotentialsofionicliquidtrihalogenmonoanionsx3xy2andbrf4xclbriandyclbr
AT jonasrschmid conductivityandredoxpotentialsofionicliquidtrihalogenmonoanionsx3xy2andbrf4xclbriandyclbr
AT helmutbeckers conductivityandredoxpotentialsofionicliquidtrihalogenmonoanionsx3xy2andbrf4xclbriandyclbr
AT profdrsebastianriedel conductivityandredoxpotentialsofionicliquidtrihalogenmonoanionsx3xy2andbrf4xclbriandyclbr