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Pivalonitrile

January 01, 1970

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]

Pivalonitrile
Names
Preferred IUPAC name
2,2-Dimethylpropanenitrile[2]
Other names
  • tert-Butyl cyanide
  • tert-Cyanobutane
  • 2-Cyano-2-methylpropane
  • Trimethylacetonitrile
  • tert-Butylnitrile
[1]
Identifiers
  • 630-18-2 Y
3D model (JSmol)
  • Interactive image
1361449
ChemSpider
  • 11909 Y
ECHA InfoCard 100.010.122
EC Number
  • 211-133-0
  • 12416
UNII
  • AQD7ZXJ3PR Y
UN number 3273
  • DTXSID7060887
  • InChI=1S/C5H9N/c1-5(2,3)4-6/h1-3H3 Y
    Key: JAMNHZBIQDNHMM-UHFFFAOYSA-N Y
  • CC(C)(C)C#N
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 labelling:
Danger
H225, H301, H311, H331
P210, P261, P280, P301+P310, 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 ?)

References edit

  1. ^ "Pivalonitrile | C5H9N | ChemSpider". www.chemspider.com. Retrieved 19 August 2022.
  2. ^ "Pivalonitrile - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. Retrieved 8 June 2012.
  3. ^ Booth, M. R.; Frankiss, S. G. (1968). "Trimethylsilyl isocyanide". Chem. Commun. (21): 1347–1348. doi:10.1039/C19680001347.


 

This article about an organic compound is a stub. You can help Wikipedia by expanding it.

January 01, 1970
pivalonitrile, nitrile, with, semi, structural, formula, 3ccn, abbreviated, bucn, this, aliphatic, organic, compound, clear, colourless, liquid, that, used, solvent, labile, ligand, coordination, chemistry, isomeric, with, tert, butyl, isocyanide, compounds, e. 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 Pivalonitrile Names Preferred IUPAC name 2 2 Dimethylpropanenitrile 2 Other names tert Butyl cyanidetert Cyanobutane2 Cyano 2 methylpropaneTrimethylacetonitriletert Butylnitrile 1 Identifiers CAS Number 630 18 2 Y 3D model JSmol Interactive image Beilstein Reference 1361449 ChemSpider 11909 Y ECHA InfoCard 100 010 122 EC Number 211 133 0 PubChem CID 12416 UNII AQD7ZXJ3PR Y UN number 3273 CompTox Dashboard EPA DTXSID7060887 InChI InChI 1S C5H9N c1 5 2 3 4 6 h1 3H3 YKey JAMNHZBIQDNHMM UHFFFAOYSA N Y SMILES CC C C C N Properties Chemical formula C 5H 9N 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 Refractive index nD 1 3774 Thermochemistry Heat capacity C 179 37 J K 1 mol 1 Std molarentropy S 298 232 00 J K 1 mol 1 Std enthalpy offormation DfH 298 39 9 kJ mol 1 Std enthalpy ofcombustion DcH 298 3 2146 3 2132 MJ mol 1 Hazards GHS labelling Pictograms Signal word Danger Hazard statements H225 H301 H311 H331 Precautionary statements P210 P261 P280 P301 P310 P311 Flash point 4 C 39 F 277 K Related compounds Related alkanenitriles AcetonitrileAminoacetonitrileGlycolonitrileCyanogenPropanenitrileAminopropionitrileMalononitrileAcetone cyanohydrinButyronitrileSuccinonitrileTetramethylsuccinonitrile 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 Y N Infobox referencesReferences edit Pivalonitrile C5H9N ChemSpider www chemspider com Retrieved 19 August 2022 Pivalonitrile Compound Summary PubChem Compound USA National Center for Biotechnology Information 26 March 2005 Identification Retrieved 8 June 2012 Booth M R Frankiss S G 1968 Trimethylsilyl isocyanide Chem Commun 21 1347 1348 doi 10 1039 C19680001347 nbsp This article about an organic compound is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Pivalonitrile amp oldid 1105360058, wikipedia, wiki, book, books, library,

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