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Ethyl cyanoacetate

Catalog No. A11498 Name Alfa Aesar
CAS Number 105-56-6 Website
M. F. C5H7NO2 Telephone
M. W. 113.11458 Fax
Purity 98+% Email
Storage Chembase ID: 85658


IUPAC name
ethyl 2-cyanoacetate
IUPAC Traditional name
ethyl cyanoacetate
Cyanoacetic acid ethyl ester


Merck Index 143786
MDL Number MFCD00001940
Beilstein Number 605871
CAS Number 105-56-6
EC Number 203-309-0


Purity 98+%
Boiling Point 208-210°C
Density 1.063
Flash Point 109°C(228°F)
Melting Point -23°C
Refractive Index 1.4180
GHS Pictograms GHS07
GHS Hazard statements H319
European Hazard Symbols Irritant Irritant (Xi)
GHS Precautionary statements P261-P305+P351+P338
Risk Statements 36
RTECS AG4110000
Safety Statements 23-26
TSCA Listed



  • For use in the synthesis of pyrrole derivatives, see p-Toluenesulfonylmethyl isocyanide, A14312.
  • Stereoselective alkylation of the active methylene has been accomplished under particularly mild conditions with secondary alkyl mesylates in the presence of CsF in DMF; complete inversion occurs at the secondary alkyl carbon: J. Org. Chem., 60, 2627 (1995).
  • Arylation by aryl iodides is promoted by copper(I) iodide: Synthesis, 67 (1983); J. Org. Chem., 58, 7606 (1993); or trans-Dichlorobis(triphenylphosphine)palladium(II), 10491: Synthesis, 506 (1985).
  • For examples of Knoevenagel condensations of cyanoacetic esters with carbonyl compounds, see: Org. Synth. Coll., 3, 385, 399 (1955); 4, 93, 463 (1963); review: Org. React., 15, 204 (1967). Knoevenagel condensation with aromatic aldehydes has also been carried out under acidic conditions, for example, good yields have been obtained with ZnCl2: Tetrahedron Lett., 32, 5821 (1991).