ChemicalBook > Product Catalog > Chemical Reagents > Organic reagents > Cyanate ester / isocyanate > Ethyl isocyanoacetate
Ethyl isocyanoacetate
- Product Name:Ethyl isocyanoacetate
- CAS:2999-46-4
- MF:C5H7NO2
- MW:113.11
- EINECS:221-077-9
- Mol File:2999-46-4.mol
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Ethyl isocyanoacetate Chemical Properties
- Boiling point:194-196 °C (lit.)
- Density 1.035 g/mL at 25 °C (lit.)
- refractive index n
20/D 1.418(lit.)
- Flash point:184 °F
- storage temp. 2-8°C
- form Liquid
- color Clear amber to dark brown
- Water Solubility Miscible with organic solvents. Slightly miscible with water.
- Sensitive Moisture & Light Sensitive
- BRN 3588613
- CAS DataBase Reference2999-46-4(CAS DataBase Reference)
- Hazard Codes Xn
- Risk Statements 20/22-20/21/22
- Safety Statements 36/37/39-26-36/37-24/25
- RIDADR UN 2810 6.1/PG 3
- WGK Germany 3
- F 8-9-21
- HazardClass 6.1
- PackingGroup III
- HS Code 29299090
- Language:EnglishProvider:Ethyl isocyanoacetate
- Language:EnglishProvider:SigmaAldrich
- Language:EnglishProvider:ACROS
- Language:EnglishProvider:ALFA
Ethyl isocyanoacetate Usage And Synthesis
- Chemical PropertiesLight yellow to brom liquid
- UsesEthyl Isocyanoacetate, is a cyclization synthon used to prepare pyrroles, oxazolines, benzodiazepines, oxazoles and imidazoles. Ethyl isocyanoacetate can be used to prepare pyrroles,1,2 oxazolines, benzodiazepines, oxazoles and imidazoles.
- Preparationsynthesis of ethyl isocyanoacetate
A solution containing N-formyl glycine ethyl ester (1, 1.31 g, 10 mmol), DIPEA (2.62 g, 20 mmol) and DMAP (0.45 g, 3 mmol) in dry DCM (10 mL) was loaded in a sample loop and combined with a second stream containing triphosgene (2, 0.98 g, 3.3 mmol) also dissolved in dry DCM (10 mL) at individual channel flow rates of 0.5 mL/min. The combined stream was directed into two linked 10 mL FEP reactor vessels to achieve a 20 minutes residence time at ambient temperature. The output was collect and the solvent was carefully evaporated to 80% of its total volume. The crude material was filtered through silica (5 g) and washed with DCM (2 × 10 mL) to obtain the salt-free product. The desired product 3 was obtained as dark yellow oil after evaporation of the organic phase (1.03 g, 91 % isolated yield, >97% purity by 1H NMR).
Ethyl isocyanoacetate Preparation Products And Raw materials
- Preparation Products5-PHENYL-1,3-OXAZOLE-4-CARBONYL CHLORIDE
- 2-FLUORO-5-METHYLPHENYL ISOCYANATE Propyl isocyanate m-Tolyl isocyanate METHYL ISOCYANOACETATE 3-FLUOROPHENYL ISOCYANATE TRANS-2-PHENYLCYCLOPROPYL ISOCYANATE ETHOXYCARBONYL ISOTHIOCYANATE 2-CHLORO-6-METHYLPHENYL ISOCYANATE CYCLOPENTYL ISOTHIOCYANATE Isopropyl isothiocyanate CYCLOHEXANEMETHYL ISOTHIOCYANATE 3-Isocyanatopropyltriethoxysilane Isobutyl isocyanate 2-ETHOXYPHENYL ISOCYANATE TRIMETHYLSILYL ISOTHIOCYANATE Methyl isothiocyanate 4-Fluorophenyl isocyanate Ethyl phenylacetate
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