7276. Phenyl Biguanide

Nomenclature

CAS number: 102-02-3
N-Phenylimidodicarbonimidic diamide; phenyl diguanide; 1-phenylbiguanide; N-phenyl-N′-guanylguanidine.
C8H11N5; mol wt 177.21.
C 54.22%, H 6.26%, N 39.52%.

Description and references

Prepd by reacting aniline hydrochloride and dicyandiamide in water: Cohn, J. Prakt. Chem. [2] 84, 396; from aniline, dicyandiamide in pyridine contg HCl: Jacobs, Jolles, GB 587907 (1947 to ICI).

Chemical structure

Properties

Crystals from water or toluene. Sharp, somewhat bitter taste. mp 144-146°. pK1 10.76, pK2 2.13. Freely sol in water and in alcohol.

Derivative

Hydrochloride.
C8H11N5.HCl; mol wt 213.67.
C 44.97%, H 5.66%, N 32.78%, Cl 16.59%.

Properties

Prisms, mp 237°. Sol in about 115 parts of water at 32°.

Derivative

Nitrate.
C8H11N5.HNO3; mol wt 240.22.
C 40.00%, H 5.04%, N 34.98%, O 19.98%.

Properties

Crystals, mp 208-209°.