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D94208

Sigma-Aldrich

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
Beilstein:
880058
EC Number:
201-725-7
MDL number:
MFCD00009148
UNSPSC Code:
12352100
PubChem Substance ID:
24894294
NACRES:
NA.22

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.)

SMILES string

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

InChI

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

InChI key

LTMHNWPUDSTBKD-UHFFFAOYSA-N

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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

Signal Word

Warning

Hazard Statements

H302,H315,H317,H319,H410

Hazard Classifications

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

291.2 °F - closed cup

Flash Point(C)

144 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

D94208-5G:
D94208-BULK:
D94208-VAR:
D94208-500G:
D94208-100G:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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)
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