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Merck
모든 사진(2)

문서

108421

Sigma-Aldrich

Methyl cyanoacetate

99%

동의어(들):

Methyl 2-cyanoacetate

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About This Item

Linear Formula:
NCCH2COOCH3
CAS Number:
Molecular Weight:
99.09
Beilstein:
773945
EC Number:
MDL number:
UNSPSC 코드:
12352100
eCl@ss:
39031513
PubChem Substance ID:
NACRES:
NA.22

vapor density

3.41 (vs air)

Quality Level

vapor pressure

0.2 mmHg ( 20 °C)

분석

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.)

SMILES string

COC(=O)CC#N

InChI

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

InChI key

ANGDWNBGPBMQHW-UHFFFAOYSA-N

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일반 설명

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.

애플리케이션

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

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

Eye Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point (°F)

230.0 °F - closed cup

Flash Point (°C)

110 °C - closed cup

개인 보호 장비

Eyeshields, Gloves


시험 성적서(COA)

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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)
Søren S Donau et al.
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