Chemistry - A European Journal, volume 20, issue 25, pages 7622-7631
3,3′‐Bi(1,2,4‐oxadiazoles) Featuring the Fluorodinitromethyl and Trinitromethyl Groups
2
Marine Research & Special Technologies, Brodarski Insitute, Av. V. Holjevca 20, 10000 Zagreb (Croatia)
|
Publication type: Journal Article
Publication date: 2014-05-07
Journal:
Chemistry - A European Journal
Quartile SCImago
Q1
Quartile WOS
Q2
Impact factor: 4.3
ISSN: 09476539, 15213765
General Chemistry
Catalysis
Organic Chemistry
Abstract
Here we report on the preparation of two hydrogen atom free 3,3'-bi(1,2,4-oxadiazole) derivatives. 5,5'-Bis(fluorodinitromethyl)-3,3'-bi(1,2,4-oxadiazole) was synthesised by fluorination of diammonium 5,5'-bis(dinitromethanide)-3,3'-bi(1,2,4-oxadiazole). For our previously reported analogue 5,5'-bis(trinitromethyl)-3,3'-bi(1,2,4-oxadiazole), a new synthetic route starting from new 3,3'-bi(1,2,4-oxadiazolyl)-5,5'-diacetic acid was developed. In this course also hitherto unknown 5,5'-dimethyl-3,3'-bi(1,2,4-oxadiazole) was isolated. The compounds were characterised by multinuclear NMR spectroscopy, IR and Raman spectroscopy, elemental analysis as well as mass spectrometry. X-ray diffraction studies were performed and the crystal structures for the 5,5'-dimethyl and 5,5'-(fluorodinitromethyl) derivatives are reported. The energetic 5,5'-(fluorodinitromethyl) and 5,5'-(trinitromethyl) compounds do not contain any hydrogen atoms and show remarkable high densities. Furthermore, the thermal stabilities and sensitivities were determined by differential scanning calorimetry (DSC) and standardised impact and friction tests. The heats of formation were calculated by the atomisation method based on CBS-4M enthalpies. With these values and the room-temperature X-ray densities, several detonation and propulsion parameters, such as the detonation velocity and pressure as well as the specific impulse of mixtures with aluminium, were computed using the EXPLO5 code.
Top-30
Citations by journals
|
2
4
6
8
10
12
14
16
|
|
|
New Journal of Chemistry
16 publications, 12.5%
|
|
|
RSC Advances
8 publications, 6.25%
|
|
|
Journal of Molecular Structure
8 publications, 6.25%
|
|
|
Chemistry - A European Journal
6 publications, 4.69%
|
|
|
FirePhysChem
5 publications, 3.91%
|
|
|
Dalton Transactions
5 publications, 3.91%
|
|
|
Chemistry - An Asian Journal
4 publications, 3.13%
|
|
|
ChemPlusChem
4 publications, 3.13%
|
|
|
Energetic Materials Frontiers
3 publications, 2.34%
|
|
|
Chemical Engineering Journal
3 publications, 2.34%
|
|
|
Journal of Analytical and Applied Pyrolysis
3 publications, 2.34%
|
|
|
ChemistrySelect
3 publications, 2.34%
|
|
|
Crystal Growth and Design
3 publications, 2.34%
|
|
|
ACS applied materials & interfaces
3 publications, 2.34%
|
|
|
Journal of the American Chemical Society
2 publications, 1.56%
|
|
|
Journal of Molecular Modeling
2 publications, 1.56%
|
|
|
Angewandte Chemie
2 publications, 1.56%
|
|
|
Angewandte Chemie - International Edition
2 publications, 1.56%
|
|
|
Zeitschrift fur Anorganische und Allgemeine Chemie
2 publications, 1.56%
|
|
|
Propellants, Explosives, Pyrotechnics
2 publications, 1.56%
|
|
|
Organic Letters
2 publications, 1.56%
|
|
|
ACS Omega
2 publications, 1.56%
|
|
|
Journal of Energetic Materials
2 publications, 1.56%
|
|
|
Journal of Chemical Information and Modeling
1 publication, 0.78%
|
|
|
Journal of Organic Chemistry
1 publication, 0.78%
|
|
|
Materials
1 publication, 0.78%
|
|
|
Molecules
1 publication, 0.78%
|
|
|
International Journal of Molecular Sciences
1 publication, 0.78%
|
|
|
Russian Chemical Bulletin
1 publication, 0.78%
|
|
|
2
4
6
8
10
12
14
16
|
Citations by publishers
|
5
10
15
20
25
30
35
|
|
|
Royal Society of Chemistry (RSC)
32 publications, 25%
|
|
|
Wiley
31 publications, 24.22%
|
|
|
Elsevier
28 publications, 21.88%
|
|
|
American Chemical Society (ACS)
19 publications, 14.84%
|
|
|
Springer Nature
5 publications, 3.91%
|
|
|
Multidisciplinary Digital Publishing Institute (MDPI)
3 publications, 2.34%
|
|
|
Pleiades Publishing
2 publications, 1.56%
|
|
|
Taylor & Francis
2 publications, 1.56%
|
|
|
American Association for the Advancement of Science (AAAS)
1 publication, 0.78%
|
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 0.78%
|
|
|
5
10
15
20
25
30
35
|
- 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":[2014,2015,2016,2017,2018,2019,2020,2021,2022,2023,2024],"ids":[0,0,0,0,0,0,0,0,0,0,0],"codes":[0,0,0,0,0,0,0,0,0,0,0],"imageUrls":["","","","","","","","","","",""],"datasets":[{"label":"Citations number","data":[2,8,15,13,24,13,9,10,11,15,8],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":["1.56","6.25","11.72","10.16","18.75","10.16","7.03","7.81","8.59","11.72","6.25"],"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":["New Journal of Chemistry","RSC Advances","Journal of Molecular Structure","Chemistry - A European Journal","FirePhysChem","Dalton Transactions","Chemistry - An Asian Journal","ChemPlusChem","Energetic Materials Frontiers","Chemical Engineering Journal","Journal of Analytical and Applied Pyrolysis","ChemistrySelect","Crystal Growth and Design","ACS applied materials & interfaces","Journal of the American Chemical Society","Journal of Molecular Modeling","Angewandte Chemie","Angewandte Chemie - International Edition","Zeitschrift fur Anorganische und Allgemeine Chemie","Propellants, Explosives, Pyrotechnics","Organic Letters","ACS Omega","Journal of Energetic Materials","Journal of Chemical Information and Modeling","Journal of Organic Chemistry","Materials","Molecules","International Journal of Molecular Sciences","Russian Chemical Bulletin"],"ids":[1404,3100,9347,24708,26670,8473,10120,21067,26280,16275,18421,8021,12522,1458,4813,6610,25450,19215,18677,6432,3315,18901,4974,13608,8697,25198,1770,14627,10918],"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\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_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\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_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\/5YZtvLvkPZuc2JHOaZsjCvGSHFCuC3drUwN3YAc5_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp"],"datasets":[{"label":"","data":[16,8,8,6,5,5,4,4,3,3,3,3,3,3,2,2,2,2,2,2,2,2,2,1,1,1,1,1,1],"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":[12.5,6.25,6.25,4.69,3.91,3.91,3.13,3.13,2.34,2.34,2.34,2.34,2.34,2.34,1.56,1.56,1.56,1.56,1.56,1.56,1.56,1.56,1.56,0.78,0.78,0.78,0.78,0.78,0.78],"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":["Royal Society of Chemistry (RSC)","Wiley","Elsevier","American Chemical Society (ACS)","Springer Nature","Multidisciplinary Digital Publishing Institute (MDPI)","Pleiades Publishing","Taylor & Francis","American Association for the Advancement of Science (AAAS)","Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii"],"ids":[123,11,17,40,8,202,101,18,189,9422],"codes":[0,0,0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/oZgeErrVFhuDksyqFURLvYS1wtVSBWczh001igGo_medium.webp","\/storage\/images\/resized\/5YZtvLvkPZuc2JHOaZsjCvGSHFCuC3drUwN3YAc5_medium.webp","\/storage\/images\/resized\/s10mcsCV4OAUg9O2KrqOquQC0PhyLMI8hUUkuflM_medium.webp","\/storage\/images\/resized\/9Mus3KG1Tkd7Bwaurt8H3RwWh0CxRlGoO6ng9UK1_medium.webp"],"datasets":[{"label":"","data":[32,31,28,19,5,3,2,2,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[25,24.22,21.88,14.84,3.91,2.34,1.56,1.56,0.78,0.78],"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":[2014,2015,2016,2017,2018,2019,2020,2021,2022,2023,2024],"ids":[],"codes":[],"imageUrls":[],"datasets":[{"label":"Q4","backgroundColor":"rgb(221,90,78)","data":[0,1,0,0,0,0,0,0,0,0,0],"percentage":["0","0.78","0","0","0","0","0","0","0","0","0"]},{"label":"Q3","backgroundColor":"rgb(251, 163,83)","data":[1,0,2,1,2,1,2,1,0,1,0],"percentage":["0.78","0","1.56","0.78","1.56","0.78","1.56","0.78","0","0.78","0"]},{"label":"Q2","backgroundColor":"rgb(232, 213, 89)","data":[1,1,7,6,11,7,1,6,4,1,3],"percentage":["0.78","0.78","5.47","4.69","8.59","5.47","0.78","4.69","3.13","0.78","2.34"]},{"label":"Q1","backgroundColor":"rgb(164, 207, 99)","data":[0,5,5,6,11,5,6,2,5,8,4],"percentage":["0","3.91","3.91","4.69","8.59","3.91","4.69","1.56","3.91","6.25","3.13"]},{"label":"Quartile not defined","backgroundColor":"#E5E7EB","data":[0,1,1,0,0,0,0,1,2,5,1],"percentage":["0","0.78","0.78","0","0","0","0","0.78","1.56","3.91","0.78"]}]},"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":[2014,2015,2016,2017,2018,2019,2020,2021,2022,2023,2024],"ids":[],"codes":[],"imageUrls":[],"datasets":[{"label":"Q4","backgroundColor":"rgb(221,90,78)","data":[0,1,1,0,1,0,1,0,0,0,0],"percentage":["0","0.78","0.78","0","0.78","0","0.78","0","0","0","0"]},{"label":"Q3","backgroundColor":"rgb(251, 163,83)","data":[1,0,2,2,2,2,1,3,1,1,2],"percentage":["0.78","0","1.56","1.56","1.56","1.56","0.78","2.34","0.78","0.78","1.56"]},{"label":"Q2","backgroundColor":"rgb(232, 213, 89)","data":[1,4,8,8,16,7,2,4,3,1,3],"percentage":["0.78","3.13","6.25","6.25","12.5","5.47","1.56","3.13","2.34","0.78","2.34"]},{"label":"Q1","backgroundColor":"rgb(164, 207, 99)","data":[0,1,2,3,5,4,3,2,4,8,2],"percentage":["0","0.78","1.56","2.34","3.91","3.13","2.34","1.56","3.13","6.25","1.56"]},{"label":"Quartile not defined","backgroundColor":"#E5E7EB","data":[0,2,2,0,0,0,2,1,3,5,1],"percentage":["0","1.56","1.56","0","0","0","1.56","0.78","2.34","3.91","0.78"]}]},"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
Kettner M. A. et al. 3,3′‐Bi(1,2,4‐oxadiazoles) Featuring the Fluorodinitromethyl and Trinitromethyl Groups // Chemistry - A European Journal. 2014. Vol. 20. No. 25. pp. 7622-7631.
GOST all authors (up to 50)
Copy
Kettner M. A., Karaghiosoff K., Klapötke T. M., Suceska M., Wunder S. 3,3′‐Bi(1,2,4‐oxadiazoles) Featuring the Fluorodinitromethyl and Trinitromethyl Groups // Chemistry - A European Journal. 2014. Vol. 20. No. 25. pp. 7622-7631.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1002/chem.201402291
UR - https://doi.org/10.1002/chem.201402291
TI - 3,3′‐Bi(1,2,4‐oxadiazoles) Featuring the Fluorodinitromethyl and Trinitromethyl Groups
T2 - Chemistry - A European Journal
AU - Kettner, Marcos A
AU - Karaghiosoff, Konstantin
AU - Klapötke, Thomas M.
AU - Suceska, Muhamed
AU - Wunder, Swetlana
PY - 2014
DA - 2014/05/07 00:00:00
PB - Wiley
SP - 7622-7631
IS - 25
VL - 20
SN - 0947-6539
SN - 1521-3765
ER -
Cite this
BibTex
Copy
@article{2014_Kettner,
author = {Marcos A Kettner and Konstantin Karaghiosoff and Thomas M. Klapötke and Muhamed Suceska and Swetlana Wunder},
title = {3,3′‐Bi(1,2,4‐oxadiazoles) Featuring the Fluorodinitromethyl and Trinitromethyl Groups},
journal = {Chemistry - A European Journal},
year = {2014},
volume = {20},
publisher = {Wiley},
month = {may},
url = {https://doi.org/10.1002/chem.201402291},
number = {25},
pages = {7622--7631},
doi = {10.1002/chem.201402291}
}
Cite this
MLA
Copy
Kettner, Marcos A., et al. “3,3′‐Bi(1,2,4‐oxadiazoles) Featuring the Fluorodinitromethyl and Trinitromethyl Groups.” Chemistry - A European Journal, vol. 20, no. 25, May. 2014, pp. 7622-7631. https://doi.org/10.1002/chem.201402291.