Preparation and characterization of benzotriazolium perrhenate

Louis-Jean, James; Jang, Harry; Lawler, Keith V.; Forster, Paul M.; Ash, Jeffrey; Poineau, Frederic

doi:10.1016/j.ica.2019.119121

Title: Preparation and characterization of benzotriazolium perrhenate

Abstract

The title compound, [C₆H₆N₃][ReO₄], crystallizes in the monoclinic space group P2₁/c (a = 12.854(2) Å; b = 4.9121(8) Å; c = 14.819(2) Å). The solid-state structure of the compound is stabilized by a series of hydrogen bonds. The solubility of [C₆H₆N₃][ReO₄] was measured in H₂O, CH₃OH (MeOH), and HCl (0.5 M and 6 M). Nuclear magnetic resonance measurements (¹H NMR and ¹³C NMR) were performed, and results were consistent with the presence of the organic cation. The UV–visible spectrum shows a solvent dependency which DFT simulations indicate arise from which benzotriazole (BTA) species are present in solution (i. e., [C₆H₄N₃]^- in H₂O, C₆H₅N₃ in MeOH and [C₆H₆N₃]⁺ in 5 M HCl).

Authors:

Louis-Jean, James ^[1]; Jang, Harry ^[1]; Lawler, Keith V. ^[1]; Forster, Paul M. ^[1]; Ash, Jeffrey ^[1]; Poineau, Frederic ^[1]

Univ. of Nevada, Las Vegas, NV (United States)

Publication Date:: Mon Sep 09 00:00:00 EDT 2019

Research Org.:: Univ. of California, Berkeley, CA (United States)

Sponsoring Org.:: USDOE National Nuclear Security Administration (NNSA)

OSTI Identifier:: 1801146

Alternate Identifier(s):: OSTI ID: 1567904

Grant/Contract Number:: NA0003180

Resource Type:: Accepted Manuscript

Journal Name:: Inorganica Chimica Acta

Additional Journal Information:: Journal Volume: 498; Journal ID: ISSN 0020-1693

Publisher:: Elsevier

Country of Publication:: United States

Language:: English

Subject:: 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; benzotriazolium; crystal structure; DFT simulation; NMR spectroscopy; perrhenate

Citation Formats


                    Louis-Jean, James, Jang, Harry, Lawler, Keith V., Forster, Paul M., Ash, Jeffrey, and Poineau, Frederic. Preparation and characterization of benzotriazolium perrhenate.  United States: N. p., 2019. 
Web.  doi:10.1016/j.ica.2019.119121.

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                    Louis-Jean, James, Jang, Harry, Lawler, Keith V., Forster, Paul M., Ash, Jeffrey, & Poineau, Frederic. Preparation and characterization of benzotriazolium perrhenate.  United States.  https://doi.org/10.1016/j.ica.2019.119121

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                    Louis-Jean, James, Jang, Harry, Lawler, Keith V., Forster, Paul M., Ash, Jeffrey, and Poineau, Frederic. Mon .  
"Preparation and characterization of benzotriazolium perrhenate".  United States.  https://doi.org/10.1016/j.ica.2019.119121.  https://www.osti.gov/servlets/purl/1801146.

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@article{osti_1801146,

  title        = {Preparation and characterization of benzotriazolium perrhenate},

  author       = {Louis-Jean, James and Jang, Harry and Lawler, Keith V. and Forster, Paul M. and Ash, Jeffrey and Poineau, Frederic},

  abstractNote = {The title compound, [C6H6N3][ReO4], crystallizes in the monoclinic space group P21/c (a = 12.854(2) Å; b = 4.9121(8) Å; c = 14.819(2) Å). The solid-state structure of the compound is stabilized by a series of hydrogen bonds. The solubility of [C6H6N3][ReO4] was measured in H2O, CH3OH (MeOH), and HCl (0.5 M and 6 M). Nuclear magnetic resonance measurements (1H NMR and 13C NMR) were performed, and results were consistent with the presence of the organic cation. The UV–visible spectrum shows a solvent dependency which DFT simulations indicate arise from which benzotriazole (BTA) species are present in solution (i. e., [C6H4N3]- in H2O, C6H5N3 in MeOH and [C6H6N3]+ in 5 M HCl).},

  doi          = {10.1016/j.ica.2019.119121},

  journal      = {Inorganica Chimica Acta},

  number       = ,

  volume       = 498,

  place        = {United States},

  year         = {Mon Sep 09 00:00:00 EDT 2019},

  month        = {Mon Sep 09 00:00:00 EDT 2019}

}

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Title: Preparation and characterization of benzotriazolium perrhenate

Abstract

Citation Formats

Balanced basis sets of split valence, triple zeta valence and quadruple zeta valence quality for H to Rn: Design and assessment of accuracy journal, January 2005

Density‐functional thermochemistry. III. The role of exact exchange journal, April 1993

Comment on “Reaction field treatment of charge penetration” [J. Chem. Phys. 112, 5558 (2000)] journal, January 2001

A short history of SHELX journal, December 2007

A reinvestigation of the crystal structure of potassium perrhenate journal, June 1975

Excitation Energies from Time-Dependent Density-Functional Theory journal, February 1996

Ammonium perrhenate at 295 and 135 K journal, January 1978

Synthesis, crystal structure and Hirshfeld surface analysis of a polymeric bismuthate(III) halide complex, (C 6 H 6 N 3 ) 2 [BiCl 5 ]·2H 2 O journal, October 2017

Darstellung und Untersuchung einiger Pertechnetate des Typs MeITc04 journal, January 1963

Benzotriazolium picrate journal, May 2011

Refinements of the crystal structures of KTcO 4 , KReO 4 and OsO 4 . The bond lengths in tetrahedral oxoanions and oxides of d 0 transition metals journal, May 1976

van der Waals Volumes and Radii journal, March 1964

Rhenium(VII) Compounds as Inorganic Precursors for the Synthesis of Organic Reaction Catalysts journal, April 2019

Dielectric properties of aqueous hydrochloric acid solutions journal, November 2007

Density-Functional Theory for Time-Dependent Systems journal, March 1984

Heteropolymetallic complexes containing ReO4−: Catalytic oxidation of sulfide journal, March 2013

An unexpected rhenium(IV)–rhenium(VII) salt: [Co(NH 3 ) 6 ] 3 [Re VII O 4 ][Re IV F 6 ] 4 ·6H 2 O journal, July 2019

Synthesis and structure investigation of Co(III) complex salts with the perrhenate anion journal, February 2012

Copper corrosion mitigation by binary inhibitor compositions of potassium sorbate and benzotriazole journal, May 2014

A new sulfate acid polymorph of 1,3-dihydrobenzotriazole journal, August 2007

Rhenium(VII) Oxo and Imido Complexes: Synthesis, Structures, and Applications journal, December 1997

Speciation of heptavalent technetium in sulfuric acid: structural and spectroscopic studies journal, January 2010

The Mechanism of the Inhibition of Corrosion by the Pertechnetate Ion. III Studies on the Perrhenate Ion journal, January 1956

Energy-adjustedab initio pseudopotentials for the second and third row transition elements journal, January 1990

OLEX2 : a complete structure solution, refinement and analysis program journal, January 2009

Rhenium-catalysed dehydrogenative borylation of primary and secondary C(sp 3 )–H bonds adjacent to a nitrogen atom journal, January 2015

Self-Assembly of the Hexabromorhenate(IV) Anion with Protonated Benzotriazoles: X-ray Structure and Magnetic Properties journal, September 2014

Hexaammine-cobalt(III) pertechnetate: preparation, structure and solubility journal, September 2016

A new integral equation formalism for the polarizable continuum model: Theoretical background and applications to isotropic and anisotropic dielectrics journal, August 1997

Advances in molecular quantum chemistry contained in the Q-Chem 4 program package journal, September 2014

The Salts of Perrhenic Acid. I. The Alkali Metals and Ammonium 1 journal, January 1948

Inhibition of copper corrosion by 1,2,3-benzotriazole: A review journal, September 2010

SHELXT – Integrated space-group and crystal-structure determination journal, January 2015

tert -Butyl nitrite mediated nitrogen transfer reactions: synthesis of benzotriazoles and azides at room temperature journal, January 2018

Benzotriazole as a volatile corrosion inhibitor during the early stage of copper corrosion under adsorbed thin electrolyte layers journal, December 2012

Ab Initio Calculation of Vibrational Absorption and Circular Dichroism Spectra Using Density Functional Force Fields journal, November 1994

Separation between Fast and Slow Polarizations in Continuum Solvation Models journal, November 2000

Some aspects of copper corrosion in presence of benzotriazole and chloride ions journal, January 2009

Wear and corrosion behaviour of Inconel 718 laser surface alloyed with rhenium journal, October 2017

The crystal structures of two Mercury Perrhenates journal, November 1994

Balanced basis sets of split valence, triple zeta valence and quadruple zeta valence quality for H to Rn: Design and assessment of accuracy
journal, January 2005

Density‐functional thermochemistry. III. The role of exact exchange
journal, April 1993

Comment on “Reaction field treatment of charge penetration” [J. Chem. Phys. 112, 5558 (2000)]
journal, January 2001

A short history of SHELX
journal, December 2007

A reinvestigation of the crystal structure of potassium perrhenate
journal, June 1975

Excitation Energies from Time-Dependent Density-Functional Theory
journal, February 1996

Ammonium perrhenate at 295 and 135 K
journal, January 1978

Synthesis, crystal structure and Hirshfeld surface analysis of a polymeric bismuthate(III) halide complex, (C ₆ H ₆ N ₃ ) ₂ [BiCl ₅ ]·2H ₂ O
journal, October 2017

Darstellung und Untersuchung einiger Pertechnetate des Typs MeITc04
journal, January 1963

Benzotriazolium picrate
journal, May 2011

Refinements of the crystal structures of KTcO ₄ , KReO ₄ and OsO ₄ . The bond lengths in tetrahedral oxoanions and oxides of d ⁰ transition metals
journal, May 1976

van der Waals Volumes and Radii
journal, March 1964

Rhenium(VII) Compounds as Inorganic Precursors for the Synthesis of Organic Reaction Catalysts
journal, April 2019

Dielectric properties of aqueous hydrochloric acid solutions
journal, November 2007

Density-Functional Theory for Time-Dependent Systems
journal, March 1984

Heteropolymetallic complexes containing ReO4−: Catalytic oxidation of sulfide
journal, March 2013

An unexpected rhenium(IV)–rhenium(VII) salt: [Co(NH ₃ ) ₆ ] ₃ [Re ^VII O ₄ ][Re ^IV F ₆ ] ₄ ·6H ₂ O
journal, July 2019

Synthesis and structure investigation of Co(III) complex salts with the perrhenate anion
journal, February 2012

Copper corrosion mitigation by binary inhibitor compositions of potassium sorbate and benzotriazole
journal, May 2014

A new sulfate acid polymorph of 1,3-dihydrobenzotriazole
journal, August 2007

Rhenium(VII) Oxo and Imido Complexes: Synthesis, Structures, and Applications
journal, December 1997

Speciation of heptavalent technetium in sulfuric acid: structural and spectroscopic studies
journal, January 2010

The Mechanism of the Inhibition of Corrosion by the Pertechnetate Ion. III Studies on the Perrhenate Ion
journal, January 1956

Energy-adjustedab initio pseudopotentials for the second and third row transition elements
journal, January 1990

OLEX2 : a complete structure solution, refinement and analysis program
journal, January 2009

Rhenium-catalysed dehydrogenative borylation of primary and secondary C(sp ³ )–H bonds adjacent to a nitrogen atom
journal, January 2015

Self-Assembly of the Hexabromorhenate(IV) Anion with Protonated Benzotriazoles: X-ray Structure and Magnetic Properties
journal, September 2014

Hexaammine-cobalt(III) pertechnetate: preparation, structure and solubility
journal, September 2016

A new integral equation formalism for the polarizable continuum model: Theoretical background and applications to isotropic and anisotropic dielectrics
journal, August 1997

Advances in molecular quantum chemistry contained in the Q-Chem 4 program package
journal, September 2014

The Salts of Perrhenic Acid. I. The Alkali Metals and Ammonium ¹
journal, January 1948

Inhibition of copper corrosion by 1,2,3-benzotriazole: A review
journal, September 2010

SHELXT – Integrated space-group and crystal-structure determination
journal, January 2015

tert -Butyl nitrite mediated nitrogen transfer reactions: synthesis of benzotriazoles and azides at room temperature
journal, January 2018

Benzotriazole as a volatile corrosion inhibitor during the early stage of copper corrosion under adsorbed thin electrolyte layers
journal, December 2012

Ab Initio Calculation of Vibrational Absorption and Circular Dichroism Spectra Using Density Functional Force Fields
journal, November 1994

Separation between Fast and Slow Polarizations in Continuum Solvation Models
journal, November 2000

Some aspects of copper corrosion in presence of benzotriazole and chloride ions
journal, January 2009

Wear and corrosion behaviour of Inconel 718 laser surface alloyed with rhenium
journal, October 2017

The crystal structures of two Mercury Perrhenates
journal, November 1994