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238880 Sigma-Aldrich

Methyl isocyanoacetate

technical grade, 95%

  • CAS Number 39687-95-1

  • Linear Formula CNCH2COOCH3

  • Molecular Weight 99.09

  •  Beilstein/REAXYS Number 3537963

  •  EC Number 254-593-8

  •  MDL number MFCD00000006

  •  PubChem Substance ID 24854350

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, Chemical Synthesis, Isocyanides, Nitrogen Compounds - Organic Building Blocks, Organic Building Blocks More...
Quality Level   100
grade   technical grade
assay   95%
refractive index   n20/D 1.417 (lit.)
bp   75-76 °C/10 mmHg (lit.)
density   1.09 g/mL at 25 °C (lit.)
storage temp.   2-8°C
SMILES string   COC(=O)C[N+]#[C-]
InChI   1S/C4H5NO2/c1-5-3-4(6)7-2/h3H2,2H3
InChI key   CRXFROMHHBMNAB-UHFFFAOYSA-N

Description

General description

Methyl isocyanoacetate undergoes direct aldol reaction with carbonyl compounds in the presence of solid-phase catechol-copper network catalyst to yield corresponding oxazolines. It also participates in four-component Ugi condensation reaction.

Application

Methyl isocyanoacetate has been used in the copper-catalyzed, diastereoselective synthesis of oxazolines.

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2922 6.1(8) / PGII
WGK Germany 
WGK 3

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Meet Synthia - Retrosynthesis Sofware
Protocols & Articles
Peer-Reviewed Papers
15

References

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