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Merck
CN

D94208

Diethyl ethoxymethylenemalonate

99%

Synonym(s):

DEEMM, Ethoxymethylenemalonic acid diethyl ester

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About This Item

Linear Formula:
C2H5OCH=C(COOC2H5)2
CAS Number:
87-13-8
Molecular Weight:
216.23
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24894294
EC Number:
201-725-7
Beilstein/REAXYS Number:
880058
MDL number:
MFCD00009148

Key Documents

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Product Name

Diethyl ethoxymethylenemalonate, 99%

InChI key

LTMHNWPUDSTBKD-UHFFFAOYSA-N

InChI

1S/C10H16O5/c1-4-13-7-8(9(11)14-5-2)10(12)15-6-3/h7H,4-6H2,1-3H3

SMILES string

CCO\C=C(\C(=O)OCC)C(=O)OCC

assay

99%

form

liquid

refractive index

n20/D 1.462 (lit.)

bp

279-281 °C (lit.)

density

1.07 g/mL at 25 °C (lit.)

Quality Level

100

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Application

Diethyl ethoxymethylenemalonate can be used as a precursor to synthesize pyrimidinones, thiazolopyrimidines, thiazolopyrimidinones, triazolo [1, 5-a] pyrimidines, pyrimido[2,1-b]benzothiazoles and ethyl 3-amino-5-oxoisoxazolidine-4-carboxylate derivatives.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1A

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

291.2 °F - closed cup

flash_point_c

144 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000488276
0000488276
0000432512
0000432512
0000366295

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Synthesis of fused pyrimidinone and quinolone derivatives in an automated high-temperature and high-pressure flow reactor.
Tsoung J, et al.
The Journal of Organic Chemistry, 82(2), 1073-1084 (2017)
Microwave Assisted Synthesis of Fused Thiazoles in Multicomponent System and Their in vitro Antitumor, Antioxidant, and Antimicrobial Activities.
El?Borai M A, et al.
Journal of Heterocyclic Chemistry, 54(2), 1031-1041 (2017)
Synthesis and structure activity relationship investigation of triazolo [1, 5-a] pyrimidines as CB2 cannabinoid receptor inverse agonists.
Tabrizi M A, et al.
European Journal of Medicinal Chemistry, 113, 11-27 (2016)
An Efficient Cascade Synthesis of Ethyl 3-Amino-5-oxoisoxazolidine-4-carboxylate Derivatives.
Li R, et al.
Synthesis, 49(18), 4341-4349 (2017)
Synthesis and in vitro antitumor activity of new series of benzothiazole and pyrimido [2, 1-b] benzothiazole derivatives.
Gabr M T, et al.
European Journal of Medicinal Chemistry, 85, 576-592 (2014)
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