Pivalonitrile

Pivalonitrile
IUPAC name 2,2-Dimethylpropanenitrile[1]
Other names tert-Butyl cyanide[citation needed] tert-Cyanobutane[citation needed] 2-Cyano-2-methylpropane[citation needed] Trimethylacetonitrile[citation needed]
Identifiers
CAS number	630-18-2 Y
PubChem	12416
ChemSpider	11909 Y
EC number	211-133-0
UN number	1993
Beilstein Reference	1361449
Jmol-3D images	Image 1
SMILES CC(C)(C)C#N
InChI InChI=1S/C5H9N/c1-5(2,3)4-6/h1-3H3 Y Key: JAMNHZBIQDNHMM-UHFFFAOYSA-N Y
Properties
Molecular formula	C5H9N
Molar mass	83.13 g mol−1
Appearance	Colourless liquid
Density	752 mg mL−1
Melting point	15.50 °C; 59.90 °F; 288.65 K
Boiling point	67 to 127 °C; 152 to 260 °F; 340 to 400 K
Refractive index (nD)	1.377
Thermochemistry
Std enthalpy of formation ΔfHo298	−39.9 kJ mol−1
Std enthalpy of combustion ΔcHo298	−3.2146–−3.2132 MJ mol−1
Standard molar entropy So298	232.00 J K−1 mol−1
Specific heat capacity, C	179.37 J K−1 mol−1
Hazards
GHS pictograms
GHS signal word	DANGER
GHS hazard statements	H225, H301, H311, H331
GHS precautionary statements	P210, P261, P280, P301+310, P311
EU classification	F T
R-phrases	R11, R23/24/25
S-phrases	S16, S36/37/39, S45
Flash point	4 °C; 39 °F; 277 K
Related compounds
Related alkanenitriles	Acetonitrile Aminoacetonitrile Glycolonitrile Cyanogen Propanenitrile Aminopropionitrile Malononitrile Acetone cyanohydrin Butyronitrile Succinonitrile Tetramethylsuccinonitrile
Related compounds	DBNPA
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

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.

References