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 Properties | CLEAR COLOURLESS TO LIGHT YELLOW LIQUID |
| Uses | Intermediate in the production of Flumequine |
| 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 | Norfloxacin-->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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