Succinonitrile

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Succinonitrile
Skeletal formula of succinonitrile
Ball and stick model of succinonitrile
Spacefill model of succinonitrile
Names
IUPAC name
Butanedinitrile[1]
Other names
Identifiers
3D model (JSmol)
1098380
ChemSpider
ECHA InfoCard 100.003.441
EC Number 203-783-9
MeSH succinonitrile
RTECS number WN3850000
UNII
Properties
C4H4N2
Molar mass 80.09 g·mol−1
Appearance Colorless, waxy crystals
Odor odorless[2]
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
130 g L−1
Vapor pressure 300 Pa (at 100 °C)
Thermochemistry
145.60 J K−1 mol−1
191.59 J K−1 mol−1
139.3–140.4 kJ mol−1
−2.2848–−2.2860 MJ mol−1
Hazards
GHS pictograms The exclamation-mark pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
GHS signal word WARNING
H302, H315, H319, H335
P261, P305+351+338
Flash point 113 °C (235 °F; 386 K)
Lethal dose or concentration (LD, LC):
450 mg kg−1 (oral, rat)
US health exposure limits (NIOSH):
PEL (Permissible)
none[2]
REL (Recommended)
TWA 6 ppm (20 mg/m3)[2]
IDLH (Immediate danger)
N.D.[2]
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

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:[3]

CH2=CHCN + HCN → NCCH2CH2CN

Hydrogenation of succinonitrile yields putrescine (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. ^ a b c d "NIOSH Pocket Guide to Chemical Hazards #0573". National Institute for Occupational Safety and Health (NIOSH).
  3. ^ "Nitriles". Ullmann's Encyclopedia of Industrial Chemistry (7th ed.). Retrieved 2007-09-10.

External links[edit]