Azidoazide Azide

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Names
IUPAC name

(5-Azido-1H-tetrazol-1-yl)carbonimidic diazide
Systematic IUPAC name

1-Diazidocarbamoyl-5-azidotetrazole
Other names

5-Azido-1-diazidocarbamoyltetrazole
Identifiers
3D model (JSmol)
Abbreviations AA
ChemSpider
PubChem CID
Properties
C2N14
Molar mass 220.120 g·mol−1
Density 1.723 g·cm−3[1]
Melting point 78 °C (172 °F; 351 K)
Boiling point Violent explosion at 110 °C
Solubility Soluble in diethyl etheracetone, hydrocarbons, chlorinated hydrocarbons[2]
Structure[3]
orthorhombic
Pbcn
a = 18.1289, b = 8.2128, c = 11.4021
1697.6
8
Thermochemistry
357 kcal·mol−1[4] (1495 kJ·mol−1)[1]
Explosive data
Shock sensitivity <0.25 J
Friction sensitivity <1 N
Detonation velocity 8960 m·s−1

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Azidoazide Azide or 1-Diazidocarbamoyl-5-azidotetrazole (neop. Azidoazide azide, azidoazide, English azidoazide azide, abbreviated AA) is a heterocyclic organic compound with the molecular formula C2N14. Due to a large number of nitrogen-nitrogen bonds, the compound is extremely explosive and toxic.

Physical properties of Azidoazide Azide

Azidoazide under normal conditions (normal conditions) is red crystals with a density of 1.723 g / cm³, insoluble in water. The molecule is readily soluble in diethyl ether, acetone, as well as in some hydrocarbons, also chlorinated.

Thomas M. Klapötke (German Thomas M. Klapötke) and colleagues from the Ludwig Maximilian University (Munich, Germany) in their work on the preparation of 1-diazidocarbamoyl-5-azidotetrazole and the study of its properties stated:

“The [joint] sensitivity to impact and friction is no doubt in the range of 0.25 J for impact and 1 N in friction sensitivity, which can be determined experimentally. »
Indeed, azidoazide is so sensitive that it will explode if it is easily touched by an object, moved a short distance (due to its sensitivity to friction), dispersed in a solution, and exposed to bright light.

Methods of obtaining

1-Diazidocarbamoyl-5-azidotetrazole can be obtained by diazotizing triaminoguanidinium chloride with sodium nitrite in ultradistilled water. Another example of the synthesis uses an exchange reaction between isocyanogen tetrabromide in acetone and an aqueous solution of sodium azide: this forms isocyanogenetraazide, the so-called «open» isomer, which quickly cyclizes under standard conditions to form a tetrazole ring and, therefore, a «closed type» azidoazide.

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Azidoazide Azide

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