Cyanoacetamide

2-Cyanoacetamide

Names
IUPAC name 2-Cyanoacetamide
Other names Malonamide nitrile 3-Nitrilopropionamide
Identifiers
CAS Number	107-91-5
ChemSpider	7610
EC Number	203-531-8
Jmol interactive 3D	Image
InChI InChI=1S/C3H4N2O/c4-2-1-3(5)6/h1H2,(H2,5,6) Key: DGJMPUGMZIKDRO-UHFFFAOYSA-N
SMILES N#CCC(=O)N
Properties
Chemical formula	C3H4N2O
Molar mass	84.08 g·mol^−1
Density	1.163 g/cm^3
Melting point	119 to 121 °C (246 to 250 °F; 392 to 394 K)
Boiling point	351.2 °C (664.2 °F; 624.3 K)
Hazards
R-phrases	R8 R23/24/25 R36/38 R45
S-phrases	S17 S45
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

2-Cyanoacetamide is a organic compound. It is an acetic amide with a nitrile functional group.

Uses

Cyanoacetamide is used in spectrofluorimetric methods to determine the activity of antihistamine H1 receptor antagonistic drugs such as ebastine, cetirizine dihydrochloride and fexofenadine hydrochloride.^[1]

Preparation

2-Cyanoacetamide is prepared from chloroacetic acid via Kolbe nitrile synthesis^[2] followed by Fischer esterification and ester aminolysis.^[3]

See also

• Chloroacetamide
• Ethyl chloroacetate

References

1. Ibrahim, F.; Sharaf El-Din, M. K.; Eid, M.; Wahba, M. E. K. (2011). "Spectrofluorimetric Determination Of Some H1 Receptor Antagonist Drugs In Pharmaceutical Formulations And Biological Fluids". International Journal of Pharmaceutical Sciences and Research 21 (8): 2056–2072. doi:10.13040/IJPSR.0975-8232.2(8).2056-72.
2. Inglis, J. K. H. (1928). "Ethyl Cyanoacetate". Organic Syntheses 8: 74. doi:10.15227/orgsyn.008.0074.
3. Corson, B. B.; Scott, R. W.; Vose, C. E. (1941). "Cyanoacetamide". Organic Syntheses 1: 179. doi:10.15227/orgsyn.009.0036.