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词条 5-Aminotetrazole
释义

  1. References

{{Chembox
| ImageFile = Aminotetrazole.png
| ImageSize = 120px
| ImageAlt =
| ImageFile2 = 5-amino-1H-tetrazole.jpg
| IUPACName = 1H-Tetrazol-5-ylamine
| OtherNames = 5-ATZ
| Section1={{Chembox Identifiers
| CASNo = 4418-61-5
| PubChem = 20467
| ChemSpiderID = 19274
| SMILES = c1([nH]nnn1)N
| InChI = 1/CH3N5/c2-1-3-5-6-4-1/h(H3,2,3,4,5,6)
| InChIKey = ULRPISSMEBPJLN-UHFFFAOYAD
| StdInChI = 1S/CH3N5/c2-1-3-5-6-4-1/h(H3,2,3,4,5,6)
| StdInChIKey = ULRPISSMEBPJLN-UHFFFAOYSA-N }}
|Section2={{Chembox Properties
| C=1 | H=3 | N=5
| Appearance = White solid
| Density = 1.502 g/cm3
| MeltingPtC = 201-205
| BoilingPt =
| Solubility = }}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt = }}
}}5-Aminotetrazole is an organic compound with the formula HN4CNH2. It is a white solid that can be obtained both in anhydrous and hydrated forms. The compound has a particularly high nitrogen content of 80%. Partly for this reason, the compound is prone to decomposition to nitrogen gas (N2). It has been widely investigated for gas-generating systems, such as airbags and blowing agents.[1]

The molecule is planar.[2] The hydrogen bonding pattern in the hydrate supports the assignment of NH being adjacent to carbon in the ring.[3]

5-Aminotetrazole has found applications in heterocyclic chemistry, particularly as a synthon for numerous multicomponent reactions.[4]

References

1. ^Lesnikovich, A. I.; Ivashkevich, O. A.; Levchik, S. V.; Balabanovich, A. I.; Gaponik, P. N.; Kulak, A. A. "Thermal decomposition of aminotetrazoles" Thermochimica Acta 2002, vol. 388, pp. 233-251. {{DOI|10.1016/S0040-6031(02)00027-8}}
2. ^Hiroshi Fujihisa, Kazumasa Honda, Shigeaki Obata, Hiroshi Yamawaki, Satoshi Takeya, Yoshito Gotoha, Takehiro Matsunaga "Crystal structure of anhydrous 5-aminotetrazole and its high-pressure behavior" CrystEngComm, 2011, volume 13, pp. 99-102. {{DOI|10.1039/C0CE00278J}}
3. ^D. D. Bray and J. G. White "Refinement of the structure of 5-aminotetrazole monohydrate" Acta Crystallogr. (1979). B35, pp. 3089-3091.{{doi|10.1107/S0567740879011493}}
4. ^{{Cite journal|last=Dolzhenko|first=A. V.|date=2017|title=5-Aminotetrazole as a Building Block for Multicomponent Reactions (Review)|url=http://www.heterocycles.jp/newlibrary/libraries/abst/25419|journal=HETEROCYCLES|language=en|volume=94|issue=10|pages=1819-1846|doi=10.3987/rev-17-867|via=}}
{{DEFAULTSORT:Aminotetrazole, 5-}}

1 : Tetrazoles

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