Adiponitrile

Adiponitrile is an organic compound with the chemical formula (CH2)4(CN)2. This viscous, colourless dinitrile is an important precursor to the polymer nylon 66. In 2005, about one million tonnes of adiponitrile were produced.

Adiponitrile
Names
Preferred IUPAC name
Hexanedinitrile
Other names
  • Adipic acid dinitrile
  • Adipic acid nitrile
  • Adipyldinitrile
  • 1,4-Dicyanobutane
  • Hexanedioic acid dinitrile
  • Nitrile adipico
  • Tetramethylene cyanide
  • Tetramethylene dicyanide
Identifiers
3D model (JSmol)
1740005
ChemSpider
ECHA InfoCard 100.003.543
EC Number
  • 203-896-3
MeSH adiponitrile
RTECS number
  • AV2625000
UNII
UN number 2205
  • InChI=1S/C6H8N2/c7-5-3-1-2-4-6-8/h1-4H2 Y
    Key: BTGRAWJCKBQKAO-UHFFFAOYSA-N Y
  • N#CCCCCC#N
Properties
C6H8N2
Molar mass 108.144 g·mol−1
Appearance Colourless liquid
Density 951 mg mL−1
Melting point 1 to 3 °C; 34 to 37 °F; 274 to 276 K
Boiling point 295.1 °C; 563.1 °F; 568.2 K
50 g/L (20 °C)
Vapor pressure 300 mPa (at 20 °C)
1.438
Thermochemistry
84.5–85.3 kJ mol−1
Hazards
GHS labelling:
Danger
H301, H315, H319, H330, H335
P260, P284, P301+P310, P305+P351+P338, P310
NFPA 704 (fire diamond)
4
2
0
Flash point 93 °C; 199 °F; 366 K (open cup)
550 °C (1,022 °F; 823 K)
Explosive limits 1.7–4.99%
Lethal dose or concentration (LD, LC):
155 mg kg−1 (oral, rat)
NIOSH (US health exposure limits):
PEL (Permissible)
 none
REL (Recommended)
 TWA 4 ppm (18 mg/m3)
IDLH (Immediate danger)
 N.D.
Related compounds
Related alkanenitriles
 Glutaronitrile
Related compounds
 hexanedioic acid
hexanedihydrazide
hexanedioyl dichloride
hexanediamide
1,4-diisocyanobutane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
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