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Tetracyanoethylene

Catalog No. A13945 Name Alfa Aesar
CAS Number 670-54-2 Website
M. F. C6N4 Telephone
M. W. 128.091 Fax
Purity 98% Email
Storage Chembase ID: 79610

SYNONYMS

Title
四氰基乙烯
IUPAC name
eth-1-ene-1,1,2,2-tetracarbonitrile
IUPAC Traditional name
tetracyanoethylene

DATABASE IDS

Beilstein Number 1679885
Merck Index 149195
EC Number 211-578-0
MDL Number MFCD00001850
CAS Number 670-54-2

PROPERTIES

Purity 98%
Boiling Point 223°C
Density 1.348
Melting Point 197-199°C
GHS Pictograms GHS06
GHS Hazard statements H300-H310-H315-H319-H335
European Hazard Symbols Highly toxic Highly toxic (T+)
GHS Precautionary statements P261-P301+P310-P305+P351+P338-P361-P405-P501A
Risk Statements 24-28-36/37/38
RTECS KM7300000
Safety Statements 20-26-27/28-36/37-45
Storage Warning Moisture Sensitive
TSCA Listed
Hazard Class 6.1
UN Number UN3439
Packing Group II

DETAILS

REFERENCES

  • Versatile reagent and reactive dienophile. Reviews: Miscellaneous chemistry: Chem. Rev., 67, 611 (1967); Synthesis, 249 (1986); Addition and cycloaddition reactions: Synthesis, 749 (1987); Organometallic chemistry: Synthesis, 959 (1987).
  • π-Acid catalyst, compare DDQ (2,3-Dichloro-5,6-dicyanobenzoquinone, A11879) for the rearrangement of epoxides to ketones, formation of acetonides (1,3-dioxolanes) by reaction of epoxides with acetone: Chem. Lett., 17 (1993), formation of epoxides with hydrogen peroxide: Chem. Pharm. Bull., 43, 686 (1995), and for stereospecific alcoholysis of epoxides under mild conditions: Synlett, 847 (1993). In the presence of pyridine, carboxylic acids are converted to anhydrides: Tetrahedron Lett., 26, 1503 (1985). In an alcohol as solvent, catalyzes esterification and transesterification reactions: Chem. Lett., 55 (1997).
  • Also catalyzes the carbon-carbon bond formation reactions of aldehydes, ketones and acetals with silylated nucleophiles including Trimethylsilyl cyanide, A19598, allyltrimethylsilane, silyl enol ethers and triethylsilane: J. Chem. Soc., Perkin 1, 2155 (1995).