Diethyl ethoxymethylenemalonate CAS:87-13-8

  • Product Name:Diethyl ethoxymethylenemalonate
  • CAS:87-13-8
  • Molecular formula:C10H16O5
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Diethyl ethoxymethylenemalonate CAS:87-13-8

Diethyl ethoxymethylenemalonate CAS:87-13-8 Basic information

Product Name: Diethyl ethoxymethylenemalonate
Synonyms: Ethoxymethylene Malonate Ester;Diethylethoxmethylenemalonate;Diethyl ethoxymethylenemalonate, 98+%;Ethyl α-carbethoxy-β-ethoxy acrylate;Diethyl ethoxymethylenemalonate, 99+%;ETHOXYMETHYLENE MALONIC ESTER(EMME);ETHOXYMETHYLENEMALONICACIDDIETHYLESTER(E.M.M.
CAS: 87-13-8
MF: C10H16O5
MW: 216.23
EINECS: 201-725-7
Product Categories: Pharmaceutical Intermediates;C10 to C11;Carbonyl Compounds;Esters;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File: 87-13-8.mol

Diethyl ethoxymethylenemalonate CAS:87-13-8 Chemical Properties

density: 1.080 g/mL at 20 °C(lit.)
Melting point: -33°C
Boiling point: 279-283 °C(lit.)
form: Liquid
storage temp.: Refrigerator
Water Solubility: insoluble
refractive index: n20/D 1.463
BRN: 880058
InChIKey: LTMHNWPUDSTBKD-UHFFFAOYSA-N
Fp: 311 °F
NIST Chemistry Reference: Propanedioic acid, (ethoxymethylene)-, diethyl ester(87-13-8)
vapor pressure: <0.1 hPa
CAS DataBase Reference: 87-13-8(CAS DataBase Reference)
EPA Substance Registry System: Propanedioic acid, (ethoxymethylene)-, diethyl ester (87-13-8)

Item

Index

Results

Appearance

Colorless or light yellow oily liquid

Pass

ContentGas Chromatography GC ,%

99.0

Pass

Refractive index nD 20

1.4580~1.4630

Pass

Moisture, %

0.05

Pass

Boiling Range,

279 - 281

Pass


Diethyl ethoxymethylenemalonate Usage And Synthesis
Chemical PropertiesCLEAR COLOURLESS TO LIGHT YELLOW LIQUID
UsesIntermediate in the production of Flumequine
Safety ProfileModerately toxic by ingestion. A skin irritant. A combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.
Purification MethodsLikely 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 materialsTriethyl orthoformate-->Diethyl malonate
Preparation ProductsNorfloxacin-->Alachlor-->Lomefloxacin-->Orotic acid-->ETHYL 4-CHLORO-3-METHYLTHIENO[2,3-B]PYRIDINE-5-CARBOXYLATE-->Ethyl 4-chloro-2-(trifluoromethyl)pyrimidine-5-carboxylate-->ETHYL 4-AMINO-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLATE-->Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate-->5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(3H)-one-->Levofloxacin hydrochloride-->7-TRIFLUOROMETHYL-4-QUINOLINETHIOL-->1,4-DIHYDRO-2-(METHYLTHIO)-4-OXO-5-PYRIMIDINE-CARBOXYLATE ACID ETHYL ESTER-->7-BROMO-3,4-DIHYDRO-4-OXOQUINOLINE-3-CARBOXYLIC ACID-->7-(TRIFLUOROMETHYL)-4-QUINOLINOL-->4-HYDROXY-7-TRIFLUOROMETHYL-3-QUINOLINECARBOXYLIC ACID-->Fleroxacin-->4-HYDROXY-2-METHYL-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER-->Nalidixic acid-->ETHYL 4-CHLOROTHIENO[2,3-B]PYRIDINE-5-CARBOXYLATE-->4-HYDROXY-2-PHENYL-5-PYRIMIDINECARBOXYLIC ACID-->3,4-DIHYDRO-8-HYDROXY-4-OXOQUINOLINE-3-CARBOXYLIC ACID-->Ethyl 7-bromo-3,4-dihydro-4-oxoquinoline-3-carboxylate ,97%-->4-AMINO-2-METHYLSULFANYL-PYRIMIDINE-5-CARBOXYLIC ACID-->4-HYDROXY-8-METHOXYQUINOLINE-3-CARBOXYLIC ACID-->6-CHLORO-[1,2,4]TRIAZOLO[4,3-B]PYRIDAZINE-->ETHYL 4-HYDROXY-7-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLATE-->Ethyl 4-hydroxy-2-phenylpyrimidine-5-carboxylate-->Decoquinate-->4-HYDROXY-8-METHOXY-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER


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