Methyl isocyanoacetate, 95%

Description

CAS: 39687-95-1 | C4H7NO2 | 101.11 g/mol

Methyl isocyanoacetate is used in the copper-catalyzed, diastereoselective synthesis of oxazolines. It is involved in the direct aldol reaction with carbonyl compounds to prepare corresponding oxazoline by using catechol-copper network catalyst. Further, it is also involved in four-component Ugi condensation reaction. It undergoes asymmetric aldol reaction with fluorinated benzaldehyde using gold(I) as a catalyst.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Methyl isocyanoacetate is used in the copper-catalyzed, diastereoselective synthesis of oxazolines. It is involved in the direct aldol reaction with carbonyl compounds to prepare corresponding oxazoline by using catechol-copper network catalyst. Further, it is also involved in four-component Ugi condensation reaction. It undergoes asymmetric aldol reaction with fluorinated benzaldehyde using gold(I) as a catalyst.

Solubility
Miscible with organic solvents. Slightly miscible with water.

Notes
Light and moisture sensitive. Incompatible with strong oxidizing agents, strong bases, strong acids, hydrated iron(II) sulfate, heavy metals and aluminum. Store in a cool place. Keep the container tightly closed.

Specifications

Chemical Identifiers

• CAS: 39687-95-1
• Molecular Formula: C4H7NO2
• Molecular Weight (g/mol): 101.11
• MDL Number: MFCD00000006
• InChI Key: ZRGVTTCCASYOFN-UHFFFAOYSA-N
• Synonym: methyl isocyanoacetate, isocyanoacetic acid methyl ester, methylisocyanoacetate, isocyano-acetic acid methyl ester, acetic acid,2-isocyano-, methyl ester, methyl-isocyanoacetate, methyl isocyano-acetate, acmc-20akf8, methyl alpha-isocyanoacetate, ksc581o3d
• PubChem CID: 547815
• IUPAC Name: methyl 2-isocyanoacetate
• SMILES: COC(=O)CN=C

• Density: 1.09
• Boiling Point: 75°C to 76°C (10 mmHg)
• Flash Point: 84°C (183°F)
• Linear Formula: CNCH₂CO₂CH₃
• Quantity: 1 g
• UN Number: UN2922
• Sensitivity: Light sensitive
• Solubility Information: Miscible with organic solvents. Slightly miscible with water.
• Formula Weight: 99.09
• Percent Purity: 95%
• Chemical Name or Material: Methyl isocyanoacetate

Safety and Handling

Hazard Category	H227-H302+H312+H332-H314
Hazard Statement	GHS H Statement H331-H314-H318-H227-H302-H312 Toxic if inhaled. Causes severe skin burns and eye damage. Causes serious eye damage. Combustible liquid. Harmful if swallowed. Harmful in contact with skin.
Precautionary Statement	P210-P260-P264b-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P370+P378q-P501c
DOTInformation	Transport Hazard Class: 8; Packing Group: II; Proper Shipping Name: CORROSIVE LIQUIDS, TOXIC, N.O.S.
EINECSNumber	254-593-8
TSCA	No
Recommended Storage	Keep cold; Store under Nitrogen

SDS

RUO – Research Use Only