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Diethyl ethoxymethylenemalonate, 98+%

Catalog No. p-7021444
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Catalog No. AAA1377618 Supplier Thermo Scientific Chemicals Supplier No. A1377618
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CAS: 87-13-8 | C10H16O5 | 216.233 g/mol

Diethyl ethoxymethylenemalonate is used for synthesis of pyrido[3,2-e]pyrimido[1,2-c]pyrimidines. Initially, it was used to monitor lysine decarboxylase activity. It is useful in the determination of amino acids by precolumn derivatization by using reversed-phase high-performance liquid chromatography (HPLC). It plays an important role in the Gould-Jacobs reaction to prepare quinolines. For example, anile reacts with this reagent to give 4-hydroxyquinoline. It acts as an intermediate in the production of flumequine, which is a fluoroquinolone antibiotic.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Diethyl ethoxymethylenemalonate is used for synthesis of pyrido[3,2-e]pyrimido[1,2-c]pyrimidines. Initially, it was used to monitor lysine decarboxylase activity. It is useful in the determination of amino acids by precolumn derivatization by using reversed-phase high-performance liquid chromatography (HPLC). It plays an important role in the Gould-Jacobs reaction to prepare quinolines. For example, anile reacts with this reagent to give 4-hydroxyquinoline. It acts as an intermediate in the production of flumequine, which is a fluoroquinolone antibiotic.

Solubility
Miscible with chloroform, dichloromethane and methanol. Immiscible with water.

Notes
Incompatible with acids, bases, oxidizing agents and reducing agents.

Chemical Identifiers

CAS 87-13-8
Molecular Formula C10H16O5
Molecular Weight (g/mol) 216.233
MDL Number MFCD00009148
InChI Key LTMHNWPUDSTBKD-UHFFFAOYSA-N
Synonym diethyl ethoxymethylenemalonate, diethyl 2-ethoxymethylene malonate, ethoxymethylenemalonic acid diethyl ester, diethyl ethoxymethylene malonate, diethyl emme, propanedioic acid, ethoxymethylene-, diethyl ester, diethylethoxymethylenemalonate, 1,3-diethyl 2-ethoxymethylidene propanedioate, diethyl ethoxymethylidene propanedioate
PubChem CID 6871
IUPAC Name diethyl 2-(ethoxymethylidene)propanedioate
SMILES CCOC=C(C(=O)OCC)C(=O)OCC

Specifications

Melting Point -33°C
Density 1.08
Boiling Point 136°C to 139°C (10 mmHg)
Flash Point 144°C (291°F)
Odor Ester-like
Refractive Index 1.462
Quantity 50 g
Solubility Information Miscible with chloroform,dichloromethane and methanol. Immiscible with water.
Formula Weight 216.23
Percent Purity ≥98%
Chemical Name or Material Diethyl ethoxymethylenemalonate
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Hazard Category H302-H314-H317-H334-H335
Hazard Statement GHS H Statement
H334-H315-H319-H317
May cause allergy or asthma symptoms or breathing difficulties if inhaled.
Causes skin irritation.
Causes serious eye irritation.
May cause an allergic skin reaction.
Precautionary Statement P260-P264b-P270-P271-P272-P280-P285-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P333+P313-P363-P501c
EINECSNumber 201-725-7
RTECSNumber OO1100000
TSCA Yes
Recommended Storage Ambient temperatures

RUO – Research Use Only