Succinonitrile

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Succinonitrile
Skeletal formula of succinonitrile
Ball and stick model of succinonitrile Spacefill model of succinonitrile
Identifiers
CAS number 110-61-2 YesY
PubChem 8062
ChemSpider 21106481 YesY
UNII 1R479O92DO YesY
EC number 203-783-9
MeSH succinonitrile
RTECS number WN3850000
Beilstein Reference 1098380
Jmol-3D images Image 1
Properties
Molecular formula C4H4N2
Molar mass 80.09 g mol−1
Appearance Colorless, waxy crystals
Density 985 mg mL−1
Melting point 52 to 62 °C; 125 to 143 °F; 325 to 335 K
Boiling point 266.1 °C; 510.9 °F; 539.2 K
Solubility in water 130 g L−1
Vapor pressure 300 Pa (at 100 °C)
Thermochemistry
Specific
heat capacity
C
145.60 J K−1 mol−1
Std molar
entropy
So298
191.59 J K−1 mol−1
Std enthalpy of
formation
ΔfHo298
139.3–140.4 kJ mol−1
Std enthalpy of
combustion
ΔcHo298
−2.2848–−2.2860 MJ mol−1
Hazards
GHS signal word WARNING
GHS hazard statements H302, H315, H319, H335
GHS precautionary statements P261, P305+351+338
EU classification Harmful Xn
R-phrases R22, R36/37/38
S-phrases S26, S36/37, S45
Flash point 113 °C (235 °F; 386 K)
LD50 450 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)
 YesY (verify) (what is: YesY/N?)
Infobox references

Succinonitrile, also butanedinitrile, is a nitrile, with the formula of C2H4(CN)2. It is a colorless solid that melts at 57 °C, hence its waxy consistency.

Succinonitrile is produced by the addition of hydrogen cyanide to acrylonitrile:[2]

CH2=CHCN + HCN → NCCH2CH2CN

Hydrogenation of succinonitrile yields 1,4-diaminobutane.

References[edit]

  1. ^ "succinonitrile - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. Retrieved 14 June 2012. 
  2. ^ "Nitriles". Ullmann's Encyclopedia of Industrial Chemistry (7th Ed. ed.). Retrieved 2007-09-10. 

External links[edit]