Neha Patil (Editor)

2 Cyanoguanidine

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Formula  C2H4N4
Melting point  209.5 °C
Boiling point  252 °C
Appearance  White crystals
Molar mass  84.08 g/mol
Solubility in water  41.3 kg/m³
Density  1.4 g/cm³
2-Cyanoguanidine wwwsigmaaldrichcomcontentdamsigmaaldrichstr

2-Cyanoguanidine is a nitrile derived from guanidine. It is a dimer of cyanamide, from which it can be prepared. 2-Cyanoguanidine is a colourless solid that is soluble in water, acetone, and alcohol, but not nonpolar organic solvents.

Contents

Production and use

2-Cyanoguanidine is produced by treating cyanamide with base. It is produced in soil by decomposition of cyanamide. A variety of useful compounds are produced from 2-cyanoguanidine, guanidines and melamine. It is also used as a slow fertilizer. Formerly, it was used as a fuel in some explosives. It is used in the adhesive industry as a curing agent for epoxies.

Chemistry

There are two tautomeric forms, differing in the protonation and bonding of the nitrogen to which the nitrile group is attached.

2-Cyanoguanidine can also exist in a zwitterionic form via a formal acid–base reaction among the nitrogens.

Loss of ammonia (NH3) from the zwitterionic form, followed by deprotonation of the remaining central nitrogen atom, gives the dicyanamide anion, [N(CN)2].

References

2-Cyanoguanidine Wikipedia


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