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108421

Methyl cyanoacetate

99%

Synonym(s):

Methyl 2-cyanoacetate

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About This Item

Linear Formula:
NCCH2COOCH3
CAS Number:
105-34-0
Molecular Weight:
99.09
NACRES:
NA.22
PubChem Substance ID:
24846667
eCl@ss:
39031513
UNSPSC Code:
12352100
EC Number:
203-288-8
MDL number:
MFCD00001939
Beilstein/REAXYS Number:
773945
Assay:
99%
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vapor density

3.41 (vs air)

Quality Level

200

vapor pressure

0.2 mmHg ( 20 °C)

assay

99%

refractive index

n20/D 1.417 (lit.)

bp

204-207 °C (lit.)

mp

−13 °C (lit.)

density

1.123 g/mL at 25 °C (lit.)

functional group

ester, nitrile

SMILES string

COC(=O)CC#N

InChI

1S/C4H5NO2/c1-7-4(6)2-3-5/h2H2,1H3

InChI key

ANGDWNBGPBMQHW-UHFFFAOYSA-N

General description

Methyl cyanoacetate is the intermediate product in pharmaceutical organic synthesis as well as in the synthesis of some biologically active compounds used in agriculture. It undergoes calcite or fluorite catalyzed Knövenagel condensation with aromatic aldehydes, giving the corresponding arylidenemalononitriles and (E)-α-cyanocinnamic esters.

Application

Methyl cyanoacetate may be used in the synthesis of various 1,2,5-tricarbonyl compounds.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Gloves

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Construction of 1, 2, 5-Tricarbonyl Compounds using Methyl Cyanoacetate as a Glyoxylate Anion Synthon Combined with Copper (I) Iodide-Catalyzed Aerobic Oxidation.
Kim SH, et al.
Advanced Synthesis & Catalysis, 353(18), 3335-3339 (2011)
Conformational isomerism in methyl cyanoacetate: A combined matrix-isolation infrared spectroscopy and molecular orbital study.
Reva ID, et al
Physical Chemistry Chemical Physics, 3(19), 4235-4241 (2011)
Calcite and fluorite as catalyst for the Knovenagel condensation of malononitrile and methyl cyanoacetate under solvent-free conditions.
Wada S and Suzuki H.
Tetrahedron Letters, 44(2), 399-401 (2003)
View All Related Papers

Global Trade Item Number

SKUGTIN
108421-500G04061838685926
108421-2KG04061838685919
108421-25G04061838685902