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E18425 Sigma-Aldrich

Ethyl cyanoacetate

≥98%

  • CAS Number 105-56-6

  • Linear Formula NCCH2COOC2H5

  • Molecular Weight 113.11

  •  Beilstein/REAXYS Number 605871

  •  EC Number 203-309-0

  •  MDL number MFCD00001940

  •  PubChem Substance ID 24894436

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, C2 to C5, Carbonyl Compounds, Chemical Synthesis, Esters,
Quality Level   200
vapor density   3.9 (vs air)
vapor pressure   1 mmHg ( 67.8 °C)
assay   ≥98%
refractive index   n20/D 1.418 (lit.)
bp   208-210 °C (lit.)
mp   −22 °C (lit.)
density   1.063 g/mL at 25 °C (lit.)
SMILES string   CCOC(=O)CC#N
InChI   1S/C5H7NO2/c1-2-8-5(7)3-4-6/h2-3H2,1H3
InChI key   ZIUSEGSNTOUIPT-UHFFFAOYSA-N

Description

General description

Ethyl cyanoacetate is an ester. Knoevenagel condensation of ethyl cyanoacetate with aldehyde is reported. Microwave enhanced Knoevenegal condensation reaction of ethyl cyanoacetate with an aldehyde, P2O5, piperidine and chlorobenzene is reported.

Application

Ethyl cyanoacetate may be used in the synthesis of ethyl glyoxylate. It was used to investigate the Knoevenagel condensation reactions in microreactor using zeolite catalysts obtained by grafting amino groups onto NaX and CsNaX zeolites.

Packaging

1 kg in glass bottle

5, 250 g in glass bottle

Packaged in glass bottles

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
UN 3334
WGK Germany 
WGK 1
RTECS 
AG4110000
Flash Point(F) 
228.2 °F - closed cup
Flash Point(C) 
109 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Knoevenagel Condensation Reaction

The Knoevenagel Condensation Reaction is a classic organic synthesis, described by Emil Knoevenagel in the 1890’s. The Knoevenagel reaction is a modified Aldol Condensation with a nucleophilic additi...
Keywords: Aldol condensation, C-C bond formation, Condensations, Dehydration reaction, Knoevenagel Condensation, Nucleophilic additions, Organic synthesis

Peer-Reviewed Papers
15

References

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