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Cyanoacetic acid information


Cyanoacetic acid
Names
Preferred IUPAC name
2-Cyanoacetic acid
Identifiers
CAS Number
  • 372-09-8 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
506325
ChEBI
  • CHEBI:51889
ChemSpider
  • 9357
ECHA InfoCard 100.006.131 Edit this at Wikidata
EC Number
  • 206-743-9
PubChem CID
  • 9740
UNII
  • QZT550H2Y9 checkY
UN number 1759
CompTox Dashboard (EPA)
  • DTXSID0027149 Edit this at Wikidata
InChI
  • InChI=1S/C3H3NO2/c4-2-1-3(5)6/h1H2,(H,5,6)
    Key: MLIREBYILWEBDM-UHFFFAOYSA-N
  • InChI=1/C3H3NO2/c4-2-1-3(5)6/h1H2,(H,5,6)
    Key: MLIREBYILWEBDM-UHFFFAOYAD
SMILES
  • C(C#N)C(=O)O
Properties
Chemical formula
C3H3NO2
Molar mass 85.06 g/mol
Appearance colorless solid
Density 1.287 g/cm3
Melting point 69-70 °C
Boiling point 108 °C (15 mm Hg)
Solubility in water
1000 g/L (20 °C) in water
Hazards
GHS labelling:
Pictograms
GHS05: CorrosiveGHS07: Exclamation mark
Signal word
Danger
Hazard statements
H302, H314, H332
Precautionary statements
P260, P261, P264, P270, P271, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P330, P363, P405, P501
Flash point 107 °C (225 °F; 380 K)
Related compounds
Related
Ethyl cyanoacetate
Cyanoacetamide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Cyanoacetic acid is an organic compound. It is a white, hygroscopic solid. The compound contains two functional groups, a nitrile (−C≡N) and a carboxylic acid. It is a precursor to cyanoacrylates, components of adhesives.[1]

  1. ^ Harald Strittmatter, Stefan Hildbrand and Peter Pollak Malonic Acid and Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry 2007, Wiley-VCH, Weinheim. doi:10.1002/14356007.a16_063.pub2

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Cyanoacetic acid

Last Update:

Cyanoacetic acid is an organic compound. It is a white, hygroscopic solid. The compound contains two functional groups, a nitrile (−C≡N) and a carboxylic...

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Malonic acid

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is then reacted with sodium cyanide to provide the sodium salt of cyanoacetic acid via a nucleophilic substitution. The nitrile group can be hydrolyzed...

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Knoevenagel condensation

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Z−CHR−Z for instance diethyl malonate, Meldrum's acid, ethyl acetoacetate or malonic acid, or cyanoacetic acid. Z−CHRR', for instance nitromethane. where Z...

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Electrosynthesis

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Ag2O):[verification needed] Cyanoacetic acid from cathodic reduction of carbon dioxide and anodic oxidation of acetonitrile. Propiolic acid is prepared commercially...

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Ethyl cyanoacetate

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esterification of cyanoacetic acid with ethanol in the presence of a strong mineral acids (e.g. concentrated sulfuric acid). The cyanoacetic acid can be prepared...

Word Count : 990

Theophylline

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Cyanessigsäure" [The synthetic structure of uric acid, xanthine, theobromine, theophylline and caffeine from cyanoacetic acid]. Berichte der Deutschen Chemischen Gesellschaft...

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Sulindac

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dehydrated with tosic acid to indene 6. {Alternatively, this step can be performed in a Knoevenagel condensation with cyanoacetic acid, which is then further...

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Curtius rearrangement

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α-Aminosäuren aus Alkyl-cyanessigsäuren" (Preparation of α-amino acids from alkyl cyanoacetic acids), Journal für Praktische Chemie, 146 : 250-267. Gagnon, P...

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Ketimine Mannich reaction

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2H-azirines as an electrophile and a base at the same time to deprotonate cyanoacetic acid and thus a further decarboxylation could proceed. Proton transfer strategy...

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C3H3NO2

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The molecular formula C3H3NO2 may refer to: Cyanoacetic acid, an organic compound; a white, hygroscopic solid Methyl cyanoformate, an organic compound...

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Acyl azide

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Boivin, Paul A.; Craig, Hugh M. (1951). "Synthesis of Amino Acids from Substituted Cyanoacetic Esters". Can. J. Chem. 29 (1): 70–75. doi:10.1139/v51-009...

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Jocelyn Field Thorpe

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delle amine" [Synthesis of pyridine compounds from ketone ethers with cyanoacetic ether in the presence of ammonia and amines]. Mem. Reale Accad. Sci....

Word Count : 1247

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