Diaminomaleonitrile

Diaminomaleonitrile (DAMN) is an organic compound composed of two amino groups and two nitrile groups bonded to a central alkene unit. The systematic name reflects its relationship to maleic acid.

Diaminomaleonitrile
Names
IUPAC name
(Z)-2,3-Diaminobut-2-enedinitrile
Other names
2,3-Diaminomaleonitrile; Hydrogen cyanide tetramer
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.013.361
Properties
C4H4N4
Molar mass 108.104 g·mol−1
Melting point 178–179 °C (352–354 °F; 451–452 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

The chemical can be formed by polymerization of hydrogen cyanide and can be used as the starting point for the synthesis of several classes of heterocyclic compounds. Therefore, it has been considered as a possible organic chemical present in prebiotic conditions.[2]

References

  1. "Diaminomaleonitrile". Sigma-Aldrich.
  2. Al-Azmi, A.; Elassar, A.-Z. A.; Booth, B. L. (2003). "The Chemistry of Diaminomaleonitrile and its Utility in Heterocyclic Synthesis". Tetrahedron. 59 (16): 2749–2763. doi:10.1016/S0040-4020(03)00153-4.
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