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166804 Sigma-Aldrich

Dibenzyl azodicarboxylate

technical grade, 90%

  • CAS Number 2449-05-0

  • Linear Formula C6H5CH2OCON=NCOOCH2C6H5

  • Molecular Weight 298.29

  •  Beilstein/REAXYS Number 2298734

  •  EC Number 219-508-0

  •  MDL number MFCD00016737

  •  PubChem Substance ID 24850186

  •  NACRES NA.22

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Properties

Related Categories Azo/Diazo Compounds, Building Blocks, Chemical Synthesis, Nitrogen Compounds - Organic Building Blocks, Organic Building Blocks More...
grade   technical grade
assay   90%
mp   43-47 °C (lit.)
storage temp.   2-8°C
SMILES string   O=C(OCc1ccccc1)\N=N\C(=O)OCc2ccccc2
InChI   1S/C16H14N2O4/c19-15(21-11-13-7-3-1-4-8-13)17-18-16(20)22-12-14-9-5-2-6-10-14/h1-10H,11-12H2/b18-17+
InChI key   IRJKSAIGIYODAN-ISLYRVAYSA-N

Description

General description

Dibenzyl azodicarboxylate undergoes[4+2] cycloaddition reaction with glycal to yield 2-aminoglycosides.

Application

Dibenzyl azodicarboxylate was used as electrophilic reagent in the synthesis of C-glycosyl α-amino acids via proline-catalyzed α-amination of C-glycosylalkyl aldehydes. It was used in enantioselective synthesis of optically active pyrazolidine derivatives.

Packaging

5, 25 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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