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Merck
CN

28429

Ethyl cyanoacetate

purum, ≥98.0% (GC)

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About This Item

Linear Formula:
NCCH2COOC2H5
CAS Number:
Molecular Weight:
113.11
EC Number:
203-309-0
UNSPSC Code:
12352100
MDL number:
Beilstein/REAXYS Number:
605871
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vapor density

3.9 (vs air)

vapor pressure

1 mmHg ( 67.8 °C)

grade

purum

assay

≥98.0% (GC)

refractive index

n20/D 1.418

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

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

230.0 °F

flash_point_c

110 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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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
Hassan Sheibani et al.
Molecular diversity, 14(2), 277-283 (2009-06-23)
A new and efficient method for the preparation of 3-amino-2,5-dihydropyridazines from three-component reactions of (phenyl-hydrazono)-propan-2-one, aldehydes, and malononitrile or ethyl cyanoacetate in the presence of magnesium oxide (MgO) as a highly effective heterogeneous base catalyst is presented. Also, the three-component
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)
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.

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