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Methyl isocyanoacetate, 95%

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

$70.62 - $197.71

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
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AAH3106903
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Thermo Scientific Chemicals
H3106903
1 g
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AAH3106906
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Thermo Scientific Chemicals
H3106906
5 g
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Description

Description

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

39687-95-1
101.11
ZRGVTTCCASYOFN-UHFFFAOYSA-N
547815
COC(=O)CN=C
C4H7NO2
MFCD00000006
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
methyl 2-isocyanoacetate

Specifications

39687-95-1
75°C to 76°C (10 mmHg)
C4H7NO2
MFCD00000006
UN2922
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
ZRGVTTCCASYOFN-UHFFFAOYSA-N
methyl 2-isocyanoacetate
547815
95%
1.09
84°C (183°F)
CNCH2CO2CH3
1 g
Light sensitive
Miscible with organic solvents. Slightly miscible with water.
COC(=O)CN=C
101.11
99.09
Methyl isocyanoacetate
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Safety and Handling

Safety and Handling

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.

P210-P260-P264b-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P370+P378q-P501c

H227-H302+H312+H332-H314

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
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RUO – Research Use Only