Butyronitrile

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Butyronitrile[1]
Skeletal formula of butyronitrile
Identifiers
CAS number 109-74-0 YesY
PubChem 8008
ChemSpider 7717 N
EC number 203-700-6
UN number 2411
MeSH N-butyronitrile
ChEBI CHEBI:51937 N
RTECS number ET8750000
Beilstein Reference 1361452
Jmol-3D images Image 1
Properties
Molecular formula C4H7N
Molar mass 69.11 g mol−1
Appearance Colourless
Density 794 mg mL−1
Melting point −111.90 °C; −169.42 °F; 161.25 K
Boiling point 117 to 119 °C; 242 to 246 °F; 390 to 392 K
Solubility in water 0.033 g/100 mL
Solubility soluble in benzene
miscible in alcohol, ether, dimethylformamide
Vapor pressure 3.1 Pa
kH 190 μmol Pa−1 kg−1
Refractive index (nD) 1.38385
Dipole moment 3.5
Thermochemistry
Specific
heat capacity
C
134.2 J K−1 mol−1
Std enthalpy of
formation
ΔfHo298
−6.8–−4.8 kJ mol−1
Std enthalpy of
combustion
ΔcHo298
−2.579 MJ mol−1
Hazards
GHS pictograms The flame pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS) The skull-and-crossbones pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
GHS signal word DANGER
GHS hazard statements H225, H301, H311, H331
GHS precautionary statements P210, P261, P280, P301+310, P311
EU Index 608-005-00-5
EU classification Highly Flammable F Toxic T
R-phrases R11, R23/24/25
S-phrases (S1/2), S16, S36/37, S45, S63
NFPA 704
Flammability code 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g., gasoline) Health code 3: Short exposure could cause serious temporary or residual injury. E.g., chlorine gas Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
Flash point 18 °C (64 °F; 291 K)
Explosive limits 1.65–?%
LD50 50 mg kg−1 (oral, rat)
Related compounds
Related alkanenitriles
Related compounds DBNPA
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N (verify) (what is: YesY/N?)
Infobox references

Butyronitrile or butanenitrile or propyl cyanide, is a nitrile with the formula C3H7CN. This colorless liquid is miscible with most polar organic solvents.

Uses[edit]

It is mainly used as a precursor to the poultry drug amprolium.[3]

Synthesis[edit]

Butyronitrile is prepared industrially by the ammoxidation of n-butanol:

C3H7CH2OH + NH3 + O2 → C3H7CN + 3 H2O


References[edit]

  1. ^ Merck Index, 11th Edition, 1597
  2. ^ "N-butyronitrile - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. Retrieved 12 June 2012. 
  3. ^ Peter Pollak, Gérard Romeder, Ferdinand Hagedorn, Heinz-Peter Gelbke "Nitriles" Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. doi:10.1002/14356007.a17_363

External links[edit]