# Cyanoacetamide

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> Markdown URL: https://mediated.wiki/source/Cyanoacetamide.md
> Source: https://en.wikipedia.org/wiki/Cyanoacetamide
> Source revision: 1254458515
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{{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](/source/organic_compound). It is an [acetic](/source/acetic) [amide](/source/amide) with a [nitrile](/source/nitrile) [functional group](/source/functional_group).

==Uses==
Cyanoacetamide is used in [spectrofluorimetric methods](/source/Fluorescence_spectroscopy) to determine the activity of [antihistamine H1](/source/Antihistamine) [receptor antagonist](/source/receptor_antagonist)ic drugs such as [ebastine](/source/ebastine), [cetirizine dihydrochloride](/source/cetirizine) and [fexofenadine hydrochloride](/source/fexofenadine).<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](/source/chloroacetic_acid) via [Kolbe nitrile synthesis](/source/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](/source/Fischer_esterification) and [ester](/source/ester) [aminolysis](/source/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](/source/Chloroacetamide)
*[Ethyl chloroacetate](/source/Ethyl_chloroacetate)

==References==
{{Reflist}}

{{organic-compound-stub}}
Category:Acetamides
Category:Nitriles

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Adapted from the Wikipedia article [Cyanoacetamide](https://en.wikipedia.org/wiki/Cyanoacetamide) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/Cyanoacetamide?action=history)). Available under [Creative Commons Attribution-ShareAlike 4.0 International](https://creativecommons.org/licenses/by-sa/4.0/). Changes may have been made.