3324. 1,3-Diphenylguanidine

Nomenclature

CAS number: 102-06-7
N,N′-Diphenylguanidine; sym-diphenylguanidine; Melaniline; Vulkazit.
C13H13N3; mol wt 211.26.
C 73.91%, H 6.20%, N 19.89%.

Description and references

Prepn: Naunton, J. Soc. Chem. Ind. London 45, 376T (1926); Macholdt-Erdniss, Ber. 91, 1992 (1958); Ferris, Schutz, J. Org. Chem. 28, 71 (1963). Pharmacology: P. Valade et al., C. R. Seances Soc. Biol. Ses Fil. 143, 815 (1949).

Chemical structure

Properties

Crystals from ether, mp 150°. Dec at about 170°. d 1.13. Sparingly sol in water; sol in alcohol, chloroform, hot benzene, hot toluene; readily sol in dil mineral acids. Aq soln is strongly alkaline. MLD s.c. in guinea pigs: 200 mg/kg; i.v. in dogs: 25 mg/kg (Valade).

Derivative

Phthalate.

Nomenclature

Guantal.
C34H32N6O4; mol wt 588.66.
C 69.37%, H 5.48%, N 14.28%, O 10.87%.

Properties

Obtained as the hemihydrate, blue-white to light gray powder. mp 178°. d425 1.20. Sol in alcohol. Practically insol in benzene, gasoline.

Use

Recommended as a primary material for standardizing acids. Free base and phthalate as accelerators for vulcanization of rubber.