Crystal Structure and Improved Synthesis of 1-(2 H -Tetrazol-5-yl)guanidium Nitrate
Energetic derivatives of tetrazoles are one of the key areas of research focus in pursuit of novel high energy materials, useful as propellants and explosives. Herein, the crystal structure and an improved synthetic procedure of 1-(2H-tetrazol-5-yl)guanidine (1) and its nitrate salt (2) are reported...
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| Format: | Journal Article |
| Language: | English |
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2017
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| Online Access: | https://hdl.handle.net/10356/80323 http://hdl.handle.net/10220/42141 |
| _version_ | 1826127979485331456 |
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| author | Nimesh, Sasidharan Ang, How-Ghee |
| author2 | Energy Research Institute @ NTU (ERI@N) |
| author_facet | Energy Research Institute @ NTU (ERI@N) Nimesh, Sasidharan Ang, How-Ghee |
| author_sort | Nimesh, Sasidharan |
| collection | NTU |
| description | Energetic derivatives of tetrazoles are one of the key areas of research focus in pursuit of novel high energy materials, useful as propellants and explosives. Herein, the crystal structure and an improved synthetic procedure of 1-(2H-tetrazol-5-yl)guanidine (1) and its nitrate salt (2) are reported. The compounds were structurally characterized by spectroscopic (FT-IR, 1H NMR, 13C NMR) and elemental analysis. The molecular structure of tetrazolyl guanidium nitrate (2) was solved using low temperature single-crystal X-ray diffraction. 2 crystallized as its hemihydrate in the orthorhombic space group Fdd2, with a crystal density of 1.69 g cm−3. Thermal behavior and decomposition of the molecules were studied with differential scanning calorimetry (DSC). Molar enthalpy of formation (ΔfHm) of compound 2 was back calculated from heat of combustion (ΔcH0) value obtained experimentally using bomb calorimetric measurements. Lattice enthalpy of 1-(2H-tetrazol-5-yl)guanidium nitrate was directly calculated from measured crystal density using Jenkins equation. Preliminary ballistic parameters of the compound were predicted and compared with reported high nitrogen tetrazole derivatives. |
| first_indexed | 2024-10-01T07:17:40Z |
| format | Journal Article |
| id | ntu-10356/80323 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T07:17:40Z |
| publishDate | 2017 |
| record_format | dspace |
| spelling | ntu-10356/803232021-01-08T03:06:19Z Crystal Structure and Improved Synthesis of 1-(2 H -Tetrazol-5-yl)guanidium Nitrate Nimesh, Sasidharan Ang, How-Ghee Energy Research Institute @ NTU (ERI@N) Molecular structure Tetrazolyl guanidium nitrate Energetic derivatives of tetrazoles are one of the key areas of research focus in pursuit of novel high energy materials, useful as propellants and explosives. Herein, the crystal structure and an improved synthetic procedure of 1-(2H-tetrazol-5-yl)guanidine (1) and its nitrate salt (2) are reported. The compounds were structurally characterized by spectroscopic (FT-IR, 1H NMR, 13C NMR) and elemental analysis. The molecular structure of tetrazolyl guanidium nitrate (2) was solved using low temperature single-crystal X-ray diffraction. 2 crystallized as its hemihydrate in the orthorhombic space group Fdd2, with a crystal density of 1.69 g cm−3. Thermal behavior and decomposition of the molecules were studied with differential scanning calorimetry (DSC). Molar enthalpy of formation (ΔfHm) of compound 2 was back calculated from heat of combustion (ΔcH0) value obtained experimentally using bomb calorimetric measurements. Lattice enthalpy of 1-(2H-tetrazol-5-yl)guanidium nitrate was directly calculated from measured crystal density using Jenkins equation. Preliminary ballistic parameters of the compound were predicted and compared with reported high nitrogen tetrazole derivatives. Accepted version 2017-03-01T05:01:15Z 2019-12-06T13:47:13Z 2017-03-01T05:01:15Z 2019-12-06T13:47:13Z 2016 Journal Article Nimesh, S., & Ang, H.-G. (2016). Crystal Structure and Improved Synthesis of 1-(2 H -Tetrazol-5-yl)guanidium Nitrate. Propellants, Explosives, Pyrotechnics, 41(4), 719-724. 0721-3115 https://hdl.handle.net/10356/80323 http://hdl.handle.net/10220/42141 10.1002/prep.201600005 en Propellants, Explosives, Pyrotechnics © 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. This is the author created version of a work that has been peer reviewed and accepted for publication by Propellants, Explosives, Pyrotechnics, Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [http://dx.doi.org/10.1002/prep.201600005]. 16 p. application/pdf |
| spellingShingle | Molecular structure Tetrazolyl guanidium nitrate Nimesh, Sasidharan Ang, How-Ghee Crystal Structure and Improved Synthesis of 1-(2 H -Tetrazol-5-yl)guanidium Nitrate |
| title | Crystal Structure and Improved Synthesis of 1-(2
H
-Tetrazol-5-yl)guanidium Nitrate |
| title_full | Crystal Structure and Improved Synthesis of 1-(2
H
-Tetrazol-5-yl)guanidium Nitrate |
| title_fullStr | Crystal Structure and Improved Synthesis of 1-(2
H
-Tetrazol-5-yl)guanidium Nitrate |
| title_full_unstemmed | Crystal Structure and Improved Synthesis of 1-(2
H
-Tetrazol-5-yl)guanidium Nitrate |
| title_short | Crystal Structure and Improved Synthesis of 1-(2
H
-Tetrazol-5-yl)guanidium Nitrate |
| title_sort | crystal structure and improved synthesis of 1 2 h tetrazol 5 yl guanidium nitrate |
| topic | Molecular structure Tetrazolyl guanidium nitrate |
| url | https://hdl.handle.net/10356/80323 http://hdl.handle.net/10220/42141 |
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