241202

Sigma-Aldrich

Ethyl cyanoacetate

≥99%

Linear Formula:
NCCH2COOC2H5
CAS Number:
Molecular Weight:
113.11
Beilstein/REAXYS Number:
605871
EC Number:
MDL number:

vapor density

3.9 (vs air)

vapor pressure

1 mmHg ( 67.8 °C)

assay

≥99%

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

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3334

WGK Germany

1

Flash Point(F)

228.2 °F

Flash Point(C)

109 °C

Certificate of Analysis

Certificate of Origin

Kohei Isobe et al.
Molecular diversity, 9(4), 317-320 (2005-11-29)
An environmentally benign and sustainable Knoevenagel reaction of aldehyde with ethyl cyanoacetate has been achieved at ambient temperature in water employing 3-aminopropylated silica gel (NAP) as a catalyst. Wide applicability of the reaction is illustrated by the results that not...
Jing Sun et al.
Molecular diversity, 15(1), 115-123 (2010-09-18)
New, highly-functionalized dihydrothiophenes are conveniently synthesized from the novel tandem, four-component reactions of 1,3-thiazolidinedione, aldehyde, arylamine, and ethyl cyanoacetate, catalyzed by triethylamine. The reaction mechanism involves the use of Knoevenagel condensation, Michael addition, and ring-opening of 1,3-thiazolidinedione, followed by intramolecular...
Ronny Wirz et al.
Langmuir : the ACS journal of surfaces and colloids, 22(8), 3698-3706 (2006-04-06)
The liquid-phase Knoevenagel condensation between benzaldehyde and ethyl cyanoacetate catalyzed by aminopropyl-modified silica has been investigated using in situ attenuated total reflection infrared (ATR-IR) spectroscopy. The aim of the work was to demonstrate the different levels of information on the...
Abd El-hamid Ismail et al.
Nucleosides, nucleotides & nucleic acids, 21(6-7), 469-475 (2002-11-22)
2-Naphthylsulfonylhydrazine was reacted with aromatic aldehydes or aldehydo sugars to give the corresponding hydrazones which undergo Michael addition reactions with malononitrile or ethyl cyanoacetate to form pyrazole derivatives.
Palladium-catalyzed arylation of ethyl cyanoacetate. Fluorescence resonance energy transfer as a tool for reaction discovery.
S R Stauffer et al.
Journal of the American Chemical Society, 123(19), 4641-4642 (2001-07-18)

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