{{chembox |Name = 2-Cyanoacetamide |ImageFile = Cyanoacetamide.svg |ImageSize = 150px |PIN = 2-Cyanoacetamide |OtherNames = Malonamide nitrile<br>3-Nitrilopropionamide |Section1={{Chembox Identifiers |ChemSpiderID = 7610 |PubChem = 7898 |SMILES = N#CCC(=O)N |StdInChI = 1S/C3H4N2O/c4-2-1-3(5)6/h1H2,(H2,5,6) |StdInChIKey = DGJMPUGMZIKDRO-UHFFFAOYSA-N |CASNo_Ref = {{cascite|correct|CAS}} |CASNo = 107-91-5 |UNII_Ref = {{fdacite|correct|FDA}} |UNII = YBK38G2YXH |EINECS = 203-531-8}} |Section2={{Chembox Properties |C=3 | H=4 | N=2 | O=1 |Density = 1.163 g/cm<sup>3</sup> |MeltingPtC = 119 to 121 |BoilingPtC = 351.2 |pKa = ca. 11<ref>{{cite book|url=https://books.google.com/books?id=UVd-DAAAQBAJ&pg=PA28|title=Organic Functional Group Analysis: Theory and Development|author=George H. Schenk|publisher=Elsevier|date=Jun 23, 2016|isbn=9781483136073}}</ref><br>13.24<ref>{{cite journal|author=Jay Sung; Si-Ying Hsu; Tzu-Hua Wang; Amanda Pan; Andrew Yeh|title=Kinetic studies of the reactions of pentacyanonitrosylferrate(2−) with ligands containing acidic methylene groups|journal=Inorganica Chimica Acta|volume=359|issue=12|year=2006|pages=3888-3894|doi=10.1016/j.ica.2006.04.042}}</ref> }} |Section3={{Chembox Hazards |GHSPictograms = {{GHS07}} |GHSSignalWord = Warning |HPhrases = {{H-phrases|302|315|319|335}} |PPhrases = {{P-phrases|261|264|270|271|280|301+312|302+352|304+340|305+351+338|312|321|330|332+313|337+313|362|403+233|405|501}} }} }}
'''2-Cyanoacetamide''' is an 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.<ref>{{cite journal|last1=Ibrahim|first1=F.|last2=Sharaf El-Din|first2=M. K.|last3=Eid|first3=M.|last4=Wahba|first4=M. E. K.|title=Spectrofluorimetric Determination Of Some H1 Receptor Antagonist Drugs In Pharmaceutical Formulations And Biological Fluids|journal=International Journal of Pharmaceutical Sciences and Research|date=2011|volume=21|issue=8|pages=2056–2072|doi=10.13040/IJPSR.0975-8232.2(8).2056-72|doi-access=free}}</ref>
==Preparation== 2-Cyanoacetamide is prepared from chloroacetic acid via Kolbe nitrile synthesis<ref>{{cite journal|last1=Inglis|first1=J. K. H.|title=Ethyl Cyanoacetate|journal=Organic Syntheses|date=1928|volume=8|page=74|doi=10.15227/orgsyn.008.0074}}</ref> followed by Fischer esterification and ester aminolysis.<ref>{{cite journal|last1=Corson|first1=B. B.|last2=Scott|first2=R. W.|last3=Vose|first3=C. E.|title=Cyanoacetamide|journal=Organic Syntheses|date=1941|volume=1|page=179|doi=10.15227/orgsyn.009.0036}}</ref>
==See also== *Chloroacetamide *Ethyl chloroacetate
==References== {{Reflist}}
{{organic-compound-stub}} Category:Acetamides Category:Nitriles