Pivalonitrile

Pivalonitrile is a nitrile with the semi-structural formula (CH3)3CCN, abbreviated t-BuCN. This aliphatic organic compound is a clear, colourless liquid that is used as a solvent and as a labile ligand in coordination chemistry. Pivalonitrile is isomeric with tert-butyl isocyanide but the two compounds do not exist in chemical equilibrium, unlike its silicon analog trimethylsilyl cyanide. [2]

Pivalonitrile
Names
IUPAC name
2,2-Dimethylpropanenitrile[1]
Other names
  • tert-Butyl cyanide
  • tert-Cyanobutane
  • 2-Cyano-2-methylpropane
  • Trimethylacetonitrile
  • tert-Butylnitrile
Identifiers
3D model (JSmol)
1361449
ChemSpider
ECHA InfoCard 100.010.122
EC Number
  • 211-133-0
UN number 3273
Properties
C5H9N
Molar mass 83.134 g·mol−1
Appearance Colourless liquid
Density 752 mg mL−1
Melting point 15 °C (59 °F; 288 K)
Boiling point 106 °C (223 °F; 379 K)
1.3774
Thermochemistry
179.37 J K−1 mol−1
232.00 J K−1 mol−1
Std enthalpy of
formation fH298)
−39.9 kJ mol−1
Std enthalpy of
combustion cH298)
−3.2146–−3.2132 MJ mol−1
Hazards
GHS pictograms
GHS Signal word Danger
GHS hazard statements
H225, H301, H311, H331
P210, P261, P280, P301+310, P311
Flash point 4 °C (39 °F; 277 K)
Related compounds
Related alkanenitriles
Related compounds
DBNPA
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

References

  1. "Pivalonitrile - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. Retrieved 8 June 2012.
  2. Booth, M. R.; Frankiss, S. G. (1968). "Trimethylsilyl isocyanide". Chem. Commun. (21): 1347–1348. doi:10.1039/C19680001347.


This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.