Adiponitrile

Adiponitrile
Structural formula of adiponitrile
Ball-and-stick model of the adiponitrile molecule
Names
Preferred IUPAC name
Hexanedinitrile[1]
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 Edit this at Wikidata
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 checkY
    Key: BTGRAWJCKBQKAO-UHFFFAOYSA-N checkY
  • 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:
GHS06: Toxic
Danger
H301, H315, H319, H330, H335
P260, P284, P301+P310, P305+P351+P338, P310
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 4: Very short exposure could cause death or major residual injury. E.g. VX gasFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
4
2
0
Flash point 93 °C; 199 °F; 366 K (open cup)[2]
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[2]
REL (Recommended)
 TWA 4 ppm (18 mg/m3)[2]
IDLH (Immediate danger)
 N.D.[2]
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 checkY☒N ?)

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.[4]

  1. ^ "adiponitrile - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. Retrieved 15 June 2012.
  2. ^ a b c d NIOSH Pocket Guide to Chemical Hazards. "#0015". National Institute for Occupational Safety and Health (NIOSH).
  3. ^ "Archived copy". Archived from the original on 2015-04-02. Retrieved 2015-03-26.{{cite web}}: CS1 maint: archived copy as title (link)
  4. ^ M. T. Musser, "Adipic Acid" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005. doi:10.1002/14356007.a01_269