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Diethyl ethoxymethylenemalonate

CAS No.
87-13-8
Chemical Name:
Diethyl ethoxymethylenemalonate
Synonyms
EMME;Diethyl 2-(ethoxymethylene)malonate;DEEMM;Diethyl 2-(ethoxymethylene)propanedioate;ETHOXYMETHYLENEMALONIC ACID DIETHYL ESTER;onate;2-Ethoxymethylene-malonic acid diethyl ester;tl1483;enemaL;NSC 9068
CBNumber:
CB3163908
Molecular Formula:
C10H16O5
Molecular Weight:
216.23
MDL Number:
MFCD00009148
MOL File:
87-13-8.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-04-24 14:59:17
Product description Number Pack Size Price
Nalidixic acid impurity C EuropePharmacopoeia (EP) Reference Standard Y0001792 Y0001792 $204
Diethyl ethoxymethylenemalonate for LC-MS derivatization, ≥98.0% (GC) 05689 1ml $31
Diethyl Ethoxymethylenemalonate >98.0%(GC) E0255 25mL $21
Diethyl Ethoxymethylenemalonate >98.0%(GC) E0255 100mL $27
Diethyl ethoxymethylenemalonate 99% D94208 100g $53.7
More product size

Diethyl ethoxymethylenemalonate Properties

Melting point -33°C
Boiling point 279-283 °C(lit.)
Density 1.080 g/mL at 20 °C(lit.)
vapor pressure <0.1 hPa
refractive index n20/D 1.463
Flash point 311 °F
storage temp. Store below +30°C.
solubility Chloroform (Slightly), Ethyl Acetate (Slightly)
form Liquid
color Clear colorless to light yellow
Water Solubility insoluble
BRN 880058
InChI 1S/C10H16O5/c1-4-13-7-8(9(11)14-5-2)10(12)15-6-3/h7H,4-6H2,1-3H3
InChIKey LTMHNWPUDSTBKD-UHFFFAOYSA-N
SMILES CCO\C=C(\C(=O)OCC)C(=O)OCC
LogP 1.5-2.1 at pH7
CAS DataBase Reference 87-13-8(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 6KF8220SZ8
NIST Chemistry Reference Propanedioic acid, (ethoxymethylene)-, diethyl ester(87-13-8)
EPA Substance Registry System Propanedioic acid, (ethoxymethylene)-, diethyl ester (87-13-8)
UNSPSC Code 12352200
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS09
Signal word  Warning
Hazard statements  H302-H315-H317-H319-H410
Precautionary statements  P261-P273-P280-P301+P312-P302+P352-P305+P351+P338
PPE Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes  Xn
Risk Statements  22-36/37/38-42/43
Safety Statements  26-36/37/39-27-24/25
WGK Germany  1
RTECS  OO1100000
Autoignition Temperature 215 °C
TSCA  TSCA listed
HS Code  29189090
Storage Class 10 - Combustible liquids
Hazard Classifications Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 2
Eye Irrit. 2
Skin Irrit. 2
Skin Sens. 1A
Toxicity LD50 orally in Rabbit: 925 mg/kg LD50 dermal Rat > 2000 mg/kg
NFPA 704
0
3 0

Diethyl ethoxymethylenemalonate price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0001792 Nalidixic acid impurity C EuropePharmacopoeia (EP) Reference Standard 87-13-8 Y0001792 $204 2022-05-15 Buy
Sigma-Aldrich 05689 Diethyl ethoxymethylenemalonate for LC-MS derivatization, ≥98.0% (GC) 87-13-8 1ml $31 2022-05-15 Buy
TCI Chemical E0255 Diethyl Ethoxymethylenemalonate >98.0%(GC) 87-13-8 25mL $21 2026-04-30 Buy
TCI Chemical E0255 Diethyl Ethoxymethylenemalonate >98.0%(GC) 87-13-8 100mL $27 2026-04-30 Buy
Sigma-Aldrich D94208 Diethyl ethoxymethylenemalonate 99% 87-13-8 100g $53.7 2026-04-30 Buy
Product number Packaging Price Buy
Y0001792 Y0001792 $204 Buy
05689 1ml $31 Buy
E0255 25mL $21 Buy
E0255 100mL $27 Buy
D94208 100g $53.7 Buy

Diethyl ethoxymethylenemalonate Chemical Properties,Uses,Production

Chemical Properties

CLEAR COLOURLESS TO LIGHT YELLOW LIQUID

Uses

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.

Safety Profile

Moderately toxic by ingestion. A skin irritant. A combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.

Synthesis

The synthesis of diethyl ethoxymethylidenemalonate is usually carried out using diethyl malonate and triethyl orthoformate in a condensation reaction and the removal of a molecule of ethanol to obtain the condensation intermediate, which then eliminates a molecule of ethanol to obtain diethyl ethoxymethylidenemalonate.

Purification Methods

Likely impurity is diethyl diethoxymethylene malonate which is difficult to separate from diethyl ethoxymethylene malonate by distillation, and it is necessary to follow the course of the distillation by the change in refractive index instead of boiling point. After a low boiling fraction is collected, there is obtained an intermediate fraction (n 20 1.414—1.458), the size of which depends on the amount of the diethoxymethylene compound. This fraction is fractionated through a 5inch Vigreux column (p 11) at low pressure avoiding interruption in heating. Fraction b 108-110o/0.25mm is ca 10o lower than the submitters' fraction (b 97.2o/0.25mm, n D 1.4612—1.4623) [Org Synth Coll Vol III 395 1955, Fuson et al. J Org Chem 11 197 1946, Duff & Kendal J Chem Soc 893 1948]. [Beilstein 3 IV 1192.]

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View Lastest Price from Diethyl ethoxymethylenemalonate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Diethyl ethoxymethylenemalonate pictures 2026-05-01 Diethyl ethoxymethylenemalonate
87-13-8
US $0.00 / kg 1kg 98% Customise Hefei Lbao Physical & Chemical Science Co.,Ltd
Diethyl ethoxymethylenemalonate pictures 2026-04-24 Diethyl ethoxymethylenemalonate
87-13-8
US $6.30 / KG 200Kg/Drum 98% 100T Baoji Guokang Healthchem Co., Ltd.
Diethyl ethoxymethylenemalonate pictures 2026-01-04 Diethyl ethoxymethylenemalonate
87-13-8
US $0.00-0.00 / kg 1kg 99.0% min 20tons/month Hangzhou ICH Biofarm Co., Ltd
1,1-DICARBETHOXY-2-ETHOXYETHYLENE 2,2-DICARBETHOXYVINYL ETHYL ETHER AKOS BBS-00004230 LABOTEST-BB LT02094814 ETHYL A-CARBETHOXY-B-ETHOXYACRYLATE ETHYL ETHOXYMETHYLENE MALONATE ETHYL 3-ETHOXY-2-(ETHOXYCARBONYL)ACRYLATE ETHOXYMETHYLENEMALONIC ACID DIETHYL ESTER (Ethoxymethylene)-propanedioic acid diethyl ester ETHOXYMETHYLENMALONIC ACID DIETHYL ESTER DIETHYL ETHOXYMETHYLENEMALONATE Ethoxy Methylene Methyl Ester (EMME) 2-(EthoxyMethylene)propanedioic Acid 1,3-Diethyl Ester Diethyl[(ethyloxy)Methylidene]propanedioate Ethyl 3-Ethoxy-2-(ethoxyMethylene)-3-oxopropanoate NSC 62117 NSC 9068 DIETHYL ETHOXYMETHYLENEMALONATE FOR SYNT (ethoxymethylene)-malonicacidiethylester (ethoxymethylene)-propanedioicacidiethylester diethylemme ethoxymethylenemalonicacid,ethylester Malonic acid, (ethoxymethylene)-, diethyl ester Propanedioicacid,(ethoxymethylene)-,diethylester tl1483 Diethyl ethoxyMethyleneMalonate, 99+% 100GR Diethyl ethoxyMethyleneMalonate, 99+% 500GR Propanedioic acid, 2-(ethoxyMethylene)-, 1,3-diethyl ester Diethyl ethoxyMethyleneMalonate 99% Ethoxy Methylene NALIDIXIC ACID IMPURITY C Diethyl ethoxymethylenemalonate CAS NO.87-13-8 enemaL onate Ethoxymethylene Malonate Ester Diethylethoxmethylenemalonate Diethyl ethoxymethylenemalonate, 98+% Ethyl α-carbethoxy-β-ethoxy acrylate Diethyl ethoxymethylenemalonate, 99+% ETHOXYMETHYLENE MALONIC ESTER(EMME) ETHOXYMETHYLENEMALONICACIDDIETHYLESTER(E.M.M.E) Diethylethoxymethylenmalonat Ethoxy Diethyl Methylene Malonate 2-Ethoxymethylene-malonic acid diethyl ester 2-Ethoxy-1,1-bis(ethoxycarbonyl)ethene Diethyl 2-(ethoxymethylidene)propanedioate 1,1-Di(ethoxycarbonyl)-2-ethoxyethene 1,1-Dicarboethoxy-2-ethoxyethylene Diethyl ethoxymethyl Diethyl Ethoxymethylidenemalonate 3-chloro-4-fluorotrifluoromethylene Nalidixic acid impurity C CRS DiethylEthoxymethylenemalonate> Nalidixic Acid EP Impurity C Diethyl 2-(ethoxymethylene)propanedioate Ethoxy methyl malonate, diethyl ester ETHOXY METHYLENE MALONIC DIETHYL ESTER (EMME)//87-13-8 Nalidixic acid impurity C (Y0001792)