Chemistry:Pivalonitrile

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Pivalonitrile
Skeletal formula of pivalonitrile
Ball and stick model of pivalonitrile
Sample of pivalonitrile in a vial
Names
Preferred IUPAC name
2,2-Dimethylpropanenitrile[2]
Other names
  • tert-Butyl cyanide
  • tert-Cyanobutane
  • 2-Cyano-2-methylpropane
  • Trimethylacetonitrile
  • tert-Butylnitrile
[1]
Identifiers
3D model (JSmol)
1361449
ChemSpider
EC Number
  • 211-133-0
UNII
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
−39.9 kJ mol−1
−3.2146–−3.2132 MJ mol−1
Hazards
GHS pictograms GHS02: Flammable GHS06: Toxic
GHS Signal word DANGER
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).
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Infobox references
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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. [3]

References

  1. "Pivalonitrile | C5H9N | ChemSpider". https://www.chemspider.com/Chemical-Structure.11909.html. 
  2. "Pivalonitrile - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=12416&loc=ec_rcs. Retrieved 8 June 2012. 
  3. Booth, M. R.; Frankiss, S. G. (1968). "Trimethylsilyl isocyanide". Chem. Commun. (21): 1347–1348. doi:10.1039/C19680001347.