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]
Names | |
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Preferred IUPAC name
6-Methyl-1,3,5-triazine-2,4-diamine[1] | |
Other names
Diamino-6-methyl-1,3,5-triazine[citation needed]
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Identifiers | |
3D model (JSmol)
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118348 | |
ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.007.998 |
EC Number |
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PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
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 labelling: | |
Warning | |
H315, H319, H335 | |
P261, P305+P351+P338 | |
NFPA 704 (fire diamond) | |
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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The compound is prepared by condensation of cyanoguanidine with acetonitrile:
- (H2N)2C=NCN + MeCN → (CNH2)2(CMe)N3
Safety
editLD50 (oral, rats) is 2740 mg/kg.
References
edit- ^ "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. ISBN 978-3527306732.