Acetoguanamine
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]
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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 | |
EC Number |
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PubChem CID
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UNII | |
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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: | |
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Warning | |
H315, H319, H335 | |
P261, P305+P351+P338 | |
NFPA 704 (fire diamond) | <imagemap>
File:NFPA 704.svg|80px|alt=NFPA 704 four-colored diamond poly 150 150 300 300 150 450 0 300 Health 1: Exposure would cause irritation but only minor residual injury. E.g. turpentine poly 300 0 450 150 300 300 150 150 Flammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oil poly 450 150 600 300 450 450 300 300 Instability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogen poly 300 300 450 450 300 600 150 450 Special hazards (white): no code desc none </imagemap> |
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
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. ISBN 978-3527306732.