Journal of Physical Chemistry A, volume 115, issue 9, pages 1743-1753
Tautomerism and Thermal Decomposition of Tetrazole: High-Level ab Initio Study
Publication type: Journal Article
Publication date: 2011-03-10
Journal:
Journal of Physical Chemistry A
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor: 2.9
ISSN: 10895639, 15205215
Physical and Theoretical Chemistry
Abstract
The mutual interconversion and decomposition reactions of four tetrazole isomers (1H-TZ, 2H-TZ, 5H-TZ, and an N-heterocyclic carbene 14H) have been studied theoretically using the W1 high-level procedure. Computations allowed resolution of the existing discrepancies in the mechanism and key intermediates of TZ thermolysis. The tautomeric equilibria between 1H-TZ, 2H-TZ, and 14H turned out to play a very important role in the mechanism of thermal decomposition. Although the barriers of monomolecular tautomeric transformations were found to be high (∼50-70 kcal/mol), the concerted double H atom transfer reactions in the H-bonded complexes of TZ tautomers have profoundly lower barriers (∼18-28 kcal/mol). These reactions lead to fast interconversion between 1H-TZ, 2H-TZ, and 14H. The carbene 14H has never been considered before; however, it was predicted to be a key intermediate in the mechanism of thermal decomposition of TZ. For all species considered, the unimolecular reactions of N(2) elimination were predicted to dominate over the elimination of hydrazoic acid. In agreement with existing experimental data, the effective activation energy of thermolysis was calculated to be 36.2 kcal/mol.
Top-30
Citations by journals
|
2
4
6
8
10
12
|
|
|
Journal of Physical Chemistry A
11 publications, 17.74%
|
|
|
Journal of Photochemistry and Photobiology A: Chemistry
3 publications, 4.84%
|
|
|
Physical Chemistry Chemical Physics
2 publications, 3.23%
|
|
|
Thermochimica Acta
2 publications, 3.23%
|
|
|
Computational and Theoretical Chemistry
2 publications, 3.23%
|
|
|
Journal of Organic Chemistry
2 publications, 3.23%
|
|
|
Advances in Heterocyclic Chemistry
2 publications, 3.23%
|
|
|
Journal of Chemical Physics
1 publication, 1.61%
|
|
|
Acta Crystallographica Section C Crystal Structure Communications
1 publication, 1.61%
|
|
|
ACS Omega
1 publication, 1.61%
|
|
|
Chemistry
1 publication, 1.61%
|
|
|
Scientific Reports
1 publication, 1.61%
|
|
|
Russian Journal of Physical Chemistry A
1 publication, 1.61%
|
|
|
Chemical Physics Letters
1 publication, 1.61%
|
|
|
Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
1 publication, 1.61%
|
|
|
Chemical Physics
1 publication, 1.61%
|
|
|
Computational Materials Science
1 publication, 1.61%
|
|
|
Journal of Molecular Structure
1 publication, 1.61%
|
|
|
Bioorganic and Medicinal Chemistry
1 publication, 1.61%
|
|
|
Bulletin of the Korean Chemical Society
1 publication, 1.61%
|
|
|
Chemistry - A European Journal
1 publication, 1.61%
|
|
|
Magnetic Resonance in Chemistry
1 publication, 1.61%
|
|
|
Journal of Polymer Science, Part A: Polymer Chemistry
1 publication, 1.61%
|
|
|
Journal of Chemical & Engineering Data
1 publication, 1.61%
|
|
|
Journal of Physical Chemistry B
1 publication, 1.61%
|
|
|
Crystal Growth and Design
1 publication, 1.61%
|
|
|
Angewandte Chemie
1 publication, 1.61%
|
|
|
Angewandte Chemie - International Edition
1 publication, 1.61%
|
|
|
Chemical Science
1 publication, 1.61%
|
|
|
2
4
6
8
10
12
|
Citations by publishers
|
2
4
6
8
10
12
14
16
18
|
|
|
Elsevier
18 publications, 29.03%
|
|
|
American Chemical Society (ACS)
17 publications, 27.42%
|
|
|
Wiley
10 publications, 16.13%
|
|
|
Royal Society of Chemistry (RSC)
5 publications, 8.06%
|
|
|
Springer Nature
2 publications, 3.23%
|
|
|
Pleiades Publishing
2 publications, 3.23%
|
|
|
American Institute of Physics (AIP)
1 publication, 1.61%
|
|
|
International Union of Crystallography (IUCr)
1 publication, 1.61%
|
|
|
Multidisciplinary Digital Publishing Institute (MDPI)
1 publication, 1.61%
|
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 1.61%
|
|
|
2
4
6
8
10
12
14
16
18
|
- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
{"yearsCitations":{"type":"bar","data":{"show":true,"labels":[2011,2012,2013,2014,2015,2016,2017,2018,2019,2020,2021,2022,2023,2024],"ids":[0,0,0,0,0,0,0,0,0,0,0,0,0,0],"codes":[0,0,0,0,0,0,0,0,0,0,0,0,0,0],"imageUrls":["","","","","","","","","","","","","",""],"datasets":[{"label":"Citations number","data":[1,5,3,4,3,4,6,5,1,6,5,5,6,8],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":["1.61","8.06","4.84","6.45","4.84","6.45","9.68","8.06","1.61","9.68","8.06","8.06","9.68","12.9"],"barThickness":null}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"journals":{"type":"bar","data":{"show":true,"labels":["Journal of Physical Chemistry A","Journal of Photochemistry and Photobiology A: Chemistry","Physical Chemistry Chemical Physics","Thermochimica Acta","Computational and Theoretical Chemistry","Journal of Organic Chemistry","Advances in Heterocyclic Chemistry","Journal of Chemical Physics","Acta Crystallographica Section C Crystal Structure Communications","ACS Omega","Chemistry","Scientific Reports","Russian Journal of Physical Chemistry A","Chemical Physics Letters","Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy","Chemical Physics","Computational Materials Science","Journal of Molecular Structure","Bioorganic and Medicinal Chemistry","Bulletin of the Korean Chemical Society","Chemistry - A European Journal","Magnetic Resonance in Chemistry","Journal of Polymer Science, Part A: Polymer Chemistry","Journal of Chemical & Engineering Data","Journal of Physical Chemistry B","Crystal Growth and Design","Angewandte Chemie","Angewandte Chemie - International Edition","Chemical Science"],"ids":[15255,18164,1773,15904,12461,8697,7227,544,25328,18901,27005,13767,6134,5579,6337,11321,3669,9347,1162,7473,24708,11942,10573,14227,14990,12522,25450,19215,9646],"codes":[0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/ARM4e6URKRsbRZvIF0vFis9DjxGloBjnBYJXbHmZ_medium.webp","\/storage\/images\/resized\/xG3oC19920mmFVqkoVEGKGaMCeoalzyvWxPkVox5_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/oZgeErrVFhuDksyqFURLvYS1wtVSBWczh001igGo_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp"],"datasets":[{"label":"","data":[11,3,2,2,2,2,2,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[17.74,4.84,3.23,3.23,3.23,3.23,3.23,1.61,1.61,1.61,1.61,1.61,1.61,1.61,1.61,1.61,1.61,1.61,1.61,1.61,1.61,1.61,1.61,1.61,1.61,1.61,1.61,1.61,1.61],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Journals","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"publishers":{"type":"bar","data":{"show":true,"labels":["Elsevier","American Chemical Society (ACS)","Wiley","Royal Society of Chemistry (RSC)","Springer Nature","Pleiades Publishing","American Institute of Physics (AIP)","International Union of Crystallography (IUCr)","Multidisciplinary Digital Publishing Institute (MDPI)","Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii"],"ids":[17,40,11,123,8,101,250,730,202,9422],"codes":[0,0,0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/oZgeErrVFhuDksyqFURLvYS1wtVSBWczh001igGo_medium.webp","\/storage\/images\/resized\/ARM4e6URKRsbRZvIF0vFis9DjxGloBjnBYJXbHmZ_medium.webp","\/storage\/images\/resized\/xG3oC19920mmFVqkoVEGKGaMCeoalzyvWxPkVox5_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/9Mus3KG1Tkd7Bwaurt8H3RwWh0CxRlGoO6ng9UK1_medium.webp"],"datasets":[{"label":"","data":[18,17,10,5,2,2,1,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[29.03,27.42,16.13,8.06,3.23,3.23,1.61,1.61,1.61,1.61],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Publishers","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"yearsCitationsQuartiles":{"type":"bar","data":{"show":true,"labels":[2011,2012,2013,2014,2015,2016,2017,2018,2019,2020,2021,2022,2023,2024],"ids":[],"codes":[],"imageUrls":[],"datasets":[{"label":"Q4","backgroundColor":"rgb(221,90,78)","data":[0,0,0,0,0,0,0,0,0,0,0,0,1,0],"percentage":["0","0","0","0","0","0","0","0","0","0","0","0","1.61","0"]},{"label":"Q3","backgroundColor":"rgb(251, 163,83)","data":[0,0,0,0,1,1,1,0,0,0,0,0,0,2],"percentage":["0","0","0","0","1.61","1.61","1.61","0","0","0","0","0","0","3.23"]},{"label":"Q2","backgroundColor":"rgb(232, 213, 89)","data":[1,3,2,2,2,1,2,3,1,4,5,0,0,1],"percentage":["1.61","4.84","3.23","3.23","3.23","1.61","3.23","4.84","1.61","6.45","8.06","0","0","1.61"]},{"label":"Q1","backgroundColor":"rgb(164, 207, 99)","data":[0,0,0,2,0,1,1,1,0,1,0,3,5,4],"percentage":["0","0","0","3.23","0","1.61","1.61","1.61","0","1.61","0","4.84","8.06","6.45"]},{"label":"Quartile not defined","backgroundColor":"#E5E7EB","data":[0,2,1,0,0,1,2,1,0,1,0,2,0,1],"percentage":["0","3.23","1.61","0","0","1.61","3.23","1.61","0","1.61","0","3.23","0","1.61"]}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations quartiles by SCImago per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"yearsCitationsQuartilesWs":{"type":"bar","data":{"show":true,"labels":[2011,2012,2013,2014,2015,2016,2017,2018,2019,2020,2021,2022,2023,2024],"ids":[],"codes":[],"imageUrls":[],"datasets":[{"label":"Q4","backgroundColor":"rgb(221,90,78)","data":[0,0,0,0,0,0,1,0,0,0,0,0,1,0],"percentage":["0","0","0","0","0","0","1.61","0","0","0","0","0","1.61","0"]},{"label":"Q3","backgroundColor":"rgb(251, 163,83)","data":[0,2,0,1,1,2,0,0,0,0,0,0,0,2],"percentage":["0","3.23","0","1.61","1.61","3.23","0","0","0","0","0","0","0","3.23"]},{"label":"Q2","backgroundColor":"rgb(232, 213, 89)","data":[1,1,2,2,1,0,3,3,1,4,4,2,2,1],"percentage":["1.61","1.61","3.23","3.23","1.61","0","4.84","4.84","1.61","6.45","6.45","3.23","3.23","1.61"]},{"label":"Q1","backgroundColor":"rgb(164, 207, 99)","data":[0,0,0,1,1,1,0,1,0,1,0,1,2,4],"percentage":["0","0","0","1.61","1.61","1.61","0","1.61","0","1.61","0","1.61","3.23","6.45"]},{"label":"Quartile not defined","backgroundColor":"#E5E7EB","data":[0,2,1,0,0,1,2,1,0,1,1,2,1,1],"percentage":["0","3.23","1.61","0","0","1.61","3.23","1.61","0","1.61","1.61","3.23","1.61","1.61"]}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations quartiles by WoS per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}}}
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Basova T. V., Cheblakov P. B., Gritsan N. Tautomerism and Thermal Decomposition of Tetrazole: High-Level ab Initio Study // Journal of Physical Chemistry A. 2011. Vol. 115. No. 9. pp. 1743-1753.
GOST all authors (up to 50)
Copy
Basova T. V., Cheblakov P. B., Gritsan N. Tautomerism and Thermal Decomposition of Tetrazole: High-Level ab Initio Study // Journal of Physical Chemistry A. 2011. Vol. 115. No. 9. pp. 1743-1753.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/jp112374t
UR - https://doi.org/10.1021/jp112374t
TI - Tautomerism and Thermal Decomposition of Tetrazole: High-Level ab Initio Study
T2 - Journal of Physical Chemistry A
AU - Cheblakov, Pavel B
AU - Basova, Tamara V.
AU - Gritsan, N.P
PY - 2011
DA - 2011/03/10 00:00:00
PB - American Chemical Society (ACS)
SP - 1743-1753
IS - 9
VL - 115
SN - 1089-5639
SN - 1520-5215
ER -
Cite this
BibTex
Copy
@article{2011_Basova,
author = {Pavel B Cheblakov and Tamara V. Basova and N.P Gritsan},
title = {Tautomerism and Thermal Decomposition of Tetrazole: High-Level ab Initio Study},
journal = {Journal of Physical Chemistry A},
year = {2011},
volume = {115},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://doi.org/10.1021/jp112374t},
number = {9},
pages = {1743--1753},
doi = {10.1021/jp112374t}
}
Cite this
MLA
Copy
Basova, Tamara V., et al. “Tautomerism and Thermal Decomposition of Tetrazole: High-Level ab Initio Study.” Journal of Physical Chemistry A, vol. 115, no. 9, Mar. 2011, pp. 1743-1753. https://doi.org/10.1021/jp112374t.