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291536 Sigma-Aldrich

Bis(2,2,2-trichloroethyl) azodicarboxylate

≥97%

Synonym: Azodicarboxylic acid bis(2,2,2-trichloroethyl ester)

  • CAS Number 38857-88-4

  • Linear Formula CCl3CH2OCON=NCOOCH2CCl3

  • Molecular Weight 380.82

  •  Beilstein/REAXYS Number 2141527

  •  MDL number MFCD00010607

  •  PubChem Substance ID 24857539

  •  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...
assay   ≥97%
mp   109-111 °C (lit.)
storage temp.   2-8°C
SMILES string   ClC(Cl)(Cl)COC(=O)\N=N\C(=O)OCC(Cl)(Cl)Cl
InChI   1S/C6H4Cl6N2O4/c7-5(8,9)1-17-3(15)13-14-4(16)18-2-6(10,11)12/h1-2H2/b14-13+
InChI key   LIEOEYTUTSDYKB-BUHFOSPRSA-N

Description

General description

Thermal inverse-type hetero-Diels-Alder reaction of O-silyl-protected lactal and bis(2,2,2-trichloroethyl) azodicarboxylate has been reported.

Application

Bis(2,2,2-trichloroethyl) azodicarboxylate has been used:
• in the asymmetric synthesis of substituted cycloalkyl[b]indoles
• as amination reagent during the aza-ene reaction of different alkenes to yield the corresponding allyl amines
• in para-directed amination of C2-alkyl substituted anisole
• in the synthesis of acid- and base-sensitive azo compounds and in Diels-Alder cycloadditions

Packaging

5 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
Protocols & Articles
Peer-Reviewed Papers
15

References

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