Acetoguanamine

Acetoguanamine
Names
	Systematic IUPAC name 6-Methyl-1,3,5-triazine-2,4-diamine[1]
	Other names Diamino-6-methyl-1,3,5-triazine
Identifiers
CAS Number	542-02-9 ;
3D model (JSmol)	Interactive image; Interactive image;
Beilstein Reference	118348
ChEBI	CHEBI:72475 ;
ChemSpider	10485 ;
ECHA InfoCard	100.007.998
EC Number	208-796-3;
PubChem CID	10949;
CompTox Dashboard (EPA)	DTXSID5029186 ;
	InChI InChI=1S/C4H7N5/c1-2-7-3(5)9-4(6)8-2/h1H3,(H4,5,6,7,8,9) Key: NJYZCEFQAIUHSD-UHFFFAOYSA-N ; InChI=1/C4H7N5/c1-2-7-3(5)9-4(6)8-2/h1H3,(H4,5,6,7,8,9) Key: NJYZCEFQAIUHSD-UHFFFAOYAD;
	SMILES Cc1nc(N)nc(N)n1; CC1=NC(N)=NC(N)=N1;
Properties
Chemical formula	C4H7N5
Molar mass	125.135 g·mol−1
Appearance	White, opaque crystals
Density	1.391 g cm−3
Melting point	274 to 276 °C (525 to 529 °F; 547 to 549 K)
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H315, H319, H335
GHS precautionary statements	P261, P305+351+338
NFPA 704 (fire diamond)	1 1 0
Flash point	252 °C (486 °F; 525 K)
	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

Acetoguanamine is an organic compound with the chemical formula (CNH₂)₂CCH₃N₃. It is related to melamine but with one amino group replaced by methyl. Acetoguanamine is used in the manufacturing of melamine resins. Unlike melamine ((CNH₂)₃N₃), acetoguanamine is not a crosslinker. The "aceto" prefix is historical, the compound does not contain an acetyl group. A related compound is benzoguanamine.[2]

The compound is prepared by condensation of cyanoguanidine with acetonitrile:

(H₂N)₂C=NCN + MeCN → (CNH₂)₂(CMe)N₃

Safety

LD50 (oral, rats) is 2740 mg/kg.

References

"Acetoguanamine - PubChem Public Chemical Database". The PubChem Project. USA: National Center for Biotechnology information.
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.

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[1] "Acetoguanamine - PubChem Public Chemical Database". The PubChem Project. USA: National Center for Biotechnology information.

[2] 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.