| Identification | More | [Name]
Ethyl isocyanoacetate | [CAS]
2999-46-4 | [Synonyms]
BIO-FARMA BF001872
ETHYL ISOCYANOACETATE
HANSA ISN-0528
ISOCYANOACETIC ACID ETHYL ESTER
Ethylisocyanoacetate,98%
Acetic acid, isocyano-, ethyl ester
(2-Oxo-2-ethoxyethyl) isocyanide
2-Oxo-2-ethoxyethyl isocyanide
Ethoxycarbonylmethyl isocyanide
Ethyl 2-isocyanoacetate | [EINECS(EC#)]
221-077-9 | [Molecular Formula]
C5H7NO2 | [MDL Number]
MFCD00000007 | [Molecular Weight]
113.11 | [MOL File]
2999-46-4.mol |
| Chemical Properties | Back Directory | [Appearance]
Light yellow to brom liquid | [Boiling point ]
194-196 °C (lit.) | [density ]
1.035 g/mL at 25 °C(lit.)
| [vapor pressure ]
61.7Pa at 25℃ | [refractive index ]
n20/D 1.418(lit.)
| [Fp ]
184 °F
| [storage temp. ]
2-8°C
| [solubility ]
Chloroform, Methanol (Slightly) | [form ]
Liquid | [color ]
Clear amber to dark brown | [Water Solubility ]
Miscible with organic solvents. Slightly miscible with water. | [Sensitive ]
Moisture & Light Sensitive | [BRN ]
3588613 | [Exposure limits]
NIOSH: IDLH 25 mg/m3 | [LogP]
0.91 at 25℃ | [CAS DataBase Reference]
2999-46-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/22:Harmful by inhalation and if swallowed .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves . | [RIDADR ]
UN 2810 6.1/PG 3
| [WGK Germany ]
3
| [F ]
8-9-21 | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29299090 |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow to brom liquid | [Uses]
Ethyl 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. | [Preparation]
synthesis 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). | [General Description]
Material may darken upon storage |
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