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Merck
CN

241202

Ethyl cyanoacetate

≥99%

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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)

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

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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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.
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
Direct organocatalytic and highly enantio- and diastereoselective Mannich reactions of alpha-substituted alpha-cyanoacetates.
Thomas B Poulsen et al.
Angewandte Chemie (International ed. in English), 44(19), 2896-2899 (2005-04-14)
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

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