Benzoguanamine

Benzoguanamine
Names
	Systematic IUPAC name 6-Phenyl-1,3,5-triazine-2,4-diamine
	Other names Diamino-6-phenyl-1,3,5-triazine
Identifiers
CAS Number	91-76-9 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL337319;
ChemSpider	6797 ;
ECHA InfoCard	100.001.905
EC Number	202-095-6;
PubChem CID	7064;
RTECS number	XY700000;
UNII	B9E2Q3VTUB;
CompTox Dashboard (EPA)	DTXSID1020142 ;
	InChI InChI=1S/C9H9N5/c10-8-12-7(13-9(11)14-8)6-4-2-1-3-5-6/h1-5H,(H4,10,11,12,13,14) Key: GZVHEAJQGPRDLQ-UHFFFAOYSA-N ;
	SMILES Nc1nc(c2ccccc2)nc(N)n1;
Properties
Chemical formula	C9H9N5
Molar mass	187.206 g·mol−1
Appearance	White solid
Density	1.42 g cm−3
Melting point	227–228 °C (441–442 °F; 500–501 K)
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H302, H331, H332, H412
GHS precautionary statements	P261, P264, P270, P271, P273, P301+312, P304+312, P304+340, P311, P312, P321, P330, P403+233, P405, P501
	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

Benzoguanamine is an organic compound with the chemical formula (CNH₂)₂(CC₆H₅)N₃. It is related to melamine but with one amino group replaced by phenyl. Benzoguanamine is used in the manufacturing of melamine resins. Unlike melamine ((CNH₂)₃N₃), benzoguanamine is not a crosslinker. The "benzo" prefix is historical, the compound contains phenyl, not a benzo group. A related compound is acetoguanamine.[1]

The compound is prepared by condensation of cyanoguanidine with benzonitrile.[2]

(H₂N)₂C=NCN + PhCN → (CNH₂)₂(CPh)N₃

Safety

LD50 (oral, rats) is 1470 mg/kg.

References

H. Deim, G. Matthias, R. A. Wagner (2012). "Amino Resins". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a02_115.pub2.CS1 maint: uses authors parameter (link)
J. K. Simons, M. R. Saxton (1953). "Benzoguanamine". Org. Synth. 33: 13. doi:10.15227/orgsyn.033.0013.CS1 maint: uses authors parameter (link)

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[1] H. Deim, G. Matthias, R. A. Wagner (2012). "Amino Resins". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a02_115.pub2.CS1 maint: uses authors parameter (link)

[2] J. K. Simons, M. R. Saxton (1953). "Benzoguanamine". Org. Synth. 33: 13. doi:10.15227/orgsyn.033.0013.CS1 maint: uses authors parameter (link)