ChemicalBook > CAS DataBase List > Diethyl ethoxymethylenemalonate

Diethyl ethoxymethylenemalonate

Product Name
Diethyl ethoxymethylenemalonate
CAS No.
87-13-8
Chemical Name
Diethyl ethoxymethylenemalonate
Synonyms
EMME;Diethyl 2-(ethoxymethylene)malonate;Diethyl 2-(ethoxymethylene)propanedioate;DEEMM;ETHOXYMETHYLENEMALONIC ACID DIETHYL ESTER;onate;2-Ethoxymethylene-malonic acid diethyl ester;tl1483;enemaL;NSC 9068
CBNumber
CB3163908
Molecular Formula
C10H16O5
Formula Weight
216.23
MOL File
87-13-8.mol
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Diethyl ethoxymethylenemalonate Property

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
InChIKey
LTMHNWPUDSTBKD-UHFFFAOYSA-N
LogP
1.5-2.1 at pH7
CAS DataBase Reference
87-13-8(CAS DataBase Reference)
NIST Chemistry Reference
Propanedioic acid, (ethoxymethylene)-, diethyl ester(87-13-8)
EPA Substance Registry System
Propanedioic acid, (ethoxymethylene)-, diethyl ester (87-13-8)
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Safety

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 
Yes
HS Code 
29189090
Toxicity
LD50 orally in Rabbit: 925 mg/kg LD50 dermal Rat > 2000 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
Y0001792
Product name
Nalidixic acid impurity C
Purity
EuropePharmacopoeia (EP) Reference Standard
Packaging
Y0001792
Price
$204
Updated
2022/05/15
Sigma-Aldrich
Product number
05689
Product name
Diethyl ethoxymethylenemalonate
Purity
for LC-MS derivatization, ≥98.0% (GC)
Packaging
1ml
Price
$31
Updated
2022/05/15
TCI Chemical
Product number
E0255
Product name
Diethyl Ethoxymethylenemalonate
Purity
>98.0%(GC)
Packaging
25mL
Price
$21
Updated
2024/03/01
TCI Chemical
Product number
E0255
Product name
Diethyl Ethoxymethylenemalonate
Purity
>98.0%(GC)
Packaging
100mL
Price
$40
Updated
2024/03/01
Alfa Aesar
Product number
A13776
Product name
Diethyl ethoxymethylenemalonate, 98+%
Packaging
50g
Price
$22.65
Updated
2024/03/01
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Diethyl ethoxymethylenemalonate Chemical Properties,Usage,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.

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.]

Diethyl ethoxymethylenemalonate Preparation Products And Raw materials

Raw materials

Triethyl orthoformate Diethyl malonate

Preparation Products

Nalidixic acid Fleroxacin 7-(TRIFLUOROMETHYL)-4-QUINOLINOL 7-BROMO-3,4-DIHYDRO-4-OXOQUINOLINE-3-CARBOXYLIC ACID Norfloxacin Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate Alachlor ETHYL 4-CHLORO-3-METHYLTHIENO[2,3-B]PYRIDINE-5-CARBOXYLATE Lomefloxacin 5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(3H)-one 6-CHLORO-[1,2,4]TRIAZOLO[4,3-B]PYRIDAZINE 3,4-DIHYDRO-8-HYDROXY-4-OXOQUINOLINE-3-CARBOXYLIC ACID Levofloxacin 4-HYDROXY-7-TRIFLUOROMETHYL-3-QUINOLINECARBOXYLIC ACID Ethyl 4-chloro-2-(trifluoromethyl)pyrimidine-5-carboxylate Ethyl 4-hydroxy-2-phenylpyrimidine-5-carboxylate Orotic acid Ethyl 7-bromo-3,4-dihydro-4-oxoquinoline-3-carboxylate ,97% 4-HYDROXY-8-METHOXYQUINOLINE-3-CARBOXYLIC ACID Decoquinate 4-AMINO-2-METHYLSULFANYL-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL 4-CHLOROTHIENO[2,3-B]PYRIDINE-5-CARBOXYLATE 1,4-DIHYDRO-2-(METHYLTHIO)-4-OXO-5-PYRIMIDINE-CARBOXYLATE ACID ETHYL ESTER 4-HYDROXY-2-PHENYL-5-PYRIMIDINECARBOXYLIC ACID ETHYL 4-AMINO-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLATE 4-HYDROXY-2-METHYL-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER 4-HYDROXY-8-METHOXY-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER ETHYL 4-HYDROXY-7-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLATE 7-TRIFLUOROMETHYL-4-QUINOLINETHIOL
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View Lastest Price from Diethyl ethoxymethylenemalonate manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Diethyl ethoxymethylenemalonate 87-13-8
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-05-11
Baoji Guokang Bio-Technology Co., Ltd.
Product
Diethyl ethoxymethylenemalonate 87-13-8
Price
US $6.30/KG
Min. Order
200Kg/Drum
Purity
98%
Supply Ability
100T
Release date
2021-06-02
Hebei Yanxi Chemical Co., Ltd.
Product
Diethyl ethoxymethylenemalonate 87-13-8
Price
US $50.00-8.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-09-06

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  • diethylemme
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  • tl1483
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  • enemaL
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  • Ethyl α-carbethoxy-β-ethoxy acrylate
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  • Diethylethoxymethylenmalonat
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  • Diethyl ethoxymethyl
  • Diethyl Ethoxymethylidenemalonate
  • 3-chloro-4-fluorotrifluoromethylene
  • Nalidixic acid impurity C CRS
  • DiethylEthoxymethylenemalonate&gt
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  • Diethyl 2-(ethoxymethylene)propanedioate