Ethyl azide

Ethyl azide

Names
IUPAC name Azidoethane
Other names Ethane, azido-; 1-Azidoethane
Identifiers
CAS Number	871-31-8
3D model (Jmol)	Interactive image
ChemSpider	71449
PubChem	79118
InChI InChI=1S/C2H5N3/c1-2-4-5-3/h2H2,1H3 Key: UCSVJZQSZZAKLD-UHFFFAOYSA-N InChI=1/C2H5N3/c1-2-4-5-3/h2H2,1H3 Key: UCSVJZQSZZAKLD-UHFFFAOYAG
SMILES [N-]=[N+]=N/CC
Properties
Chemical formula	C2H5N3
Molar mass	71.08
Appearance	liquid
Boiling point	50
Explosive data
Shock sensitivity	High
Friction sensitivity	High
Thermochemistry
Std enthalpy of formation (ΔfH^o298)	266.872
Hazards
Main hazards	Harmful, Explosive
Related compounds
Related compounds	Hydrazoic acid, Chlorine azide, Methyl azide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Ethyl azide (C₂H₅N₃) is an explosive compound sensitive to rapid heating, shock or impact. It has exploded when heated to room temperature.^[1][2] When heated to decomposition it emits toxic fumes of NOx.^[3][4]

It is irritating to eyes, respiratory system and skin.

Uses

Ethyl azide is used in organic synthesis.

References

1. Campbell, H. C.; Rice, O. K. (1935). "The Explosion of Ethyl Azide". Journal of the American Chemical Society. 57 (6): 1044–1050. doi:10.1021/ja01309a019.
2. Rice, O. K.; Campbell, H. C. (1939). "The Explosion of Ethyl Azide in the Presence of Diethyl Ether". The Journal of Chemical Physics. 7 (8): 700–709. doi:10.1063/1.1750516.
3. Rice, O. K. (1940). "The Role of Heat Conduction in Thermal Gaseous Explosions". The Journal of Chemical Physics. 8 (9): 727–733. doi:10.1063/1.1750808.
4. Costa Cabral, B. J.; Costa, M. L.; Almoster Ferreira, M. A. (2010). "ChemInform Abstract: Molecular Structure and Ionization Energies of Azides: An ab initio Study of Hydrazoic Acid, Methyl Azide and Ethyl Azide". ChemInform. 24 (37): no. doi:10.1002/chin.199337053.