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87120 Sigma-Aldrich

Tetracyanoethylene

purum, ≥97.0% (N)

Synonym: Ethylenetetracarbonitrile, NSC 24833, Percyanoethylene, TCNE

  • CAS Number 670-54-2

  • Linear Formula (NC)2C=C(CN)2

  • Molecular Weight 128.09

  •  Beilstein Registry Number 1679885

  •  EC Number 211-578-0

  •  MDL number MFCD00001850

  •  PubChem Substance ID 24888858

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Properties

InChI Key   NLDYACGHTUPAQU-UHFFFAOYSA-N
grade   purum
assay   ≥97.0% (N)
mp   197-199 °C (lit.)
  197-200 °C
storage temp.   2-8°C

Description

Other Notes

Powerful dienophile for cycloaddition reactions, reviews

Application

Used for postfunctional addition to polyphenylacetylene derivatives to change the oxygen permeability

Reactant for:
• Regioselective [2+2] cycloaddition reaction for production of BODIPY dyes and TCBD derivatives
• Thermal addition reaction with alkynes
• One-pot reactions with nucleophilic reagents forming aromatic cyanovinyl compounds
• Synthesis of cobalt tetracyanoethylene films
• Biotransformation by Botrytis cinerea

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811 6.1 / PGI
WGK Germany 
3
RTECS 
KM7300000

Documents

Certificate of Analysis

Protocols & Articles
Peer-Reviewed Papers
15

References

Related Products

replaced by

Product #

Description

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T8809 Tetracyanoethylene, 98%

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