Topic summary

Malononitrile

Malononitrile
Names IUPAC name
Malononitrile
Preferred IUPAC name
Propanedinitrile
Other names
  • Malonodinitrile
  • Cyanoacetonitrile
  • Dicyanomethane
  • Malonic dinitrile
Identifiers
3D model (JSmol)
773697 ChEBIChemSpiderECHA InfoCard100.003.368EC Number
  • 203-703-2
1303 MeSHdicyanmethaneRTECS number
  • OO3150000
UNIIUN number2647
  • InChI=1S/C3H2N2/c4-2-1-3-5/h1H2
    Key: CUONGYYJJVDODC-UHFFFAOYSA-N
  • N#CCC#N
Properties CH2(CN)2Molar mass66.063 g·mol Appearance Colourless or white solid OdorSweet Density1.049 g/cmMelting point30–32 °C (86–90 °F; 303–305 K) Boiling point220 °C (428 °F; 493 K) 133 g/L (20 °C (68 °F; 293 K)) Thermochemistry 110.29 J⋅K⋅mol130.96 J⋅K⋅mol187.7 to 188.1 kJ⋅mol−1654.0 to −1654.4 kJ⋅molHazards GHS labelling: DangerH300, H311+H331, H317, H319, H410P261, P264, P270, P271, P272, P273, P280, P301+P310+P330, P302+P352+P312, P304+P340+P311, P305+P351+P338, P333+P313, P337+P313, P362, P391, P403+P233, P405, P501NFPA 704 (fire diamond) Flash point86 °C (187 °F; 359 K) 365 °C (689 °F; 638 K) Lethal dose or concentration (LD, LC):
  • 19 mg/kg (oral, mouse)
  • 14 mg/kg (oral, rat)
  • 350 mg/kg (dermal, rat)
0.51 mg/L (inhalation, dust/mist, 4h) NIOSH (US health exposure limits):
PEL (Permissible)
none
REL (Recommended)
TWA 3 ppm (8 mg/m)
IDLH (Immediate danger)
N.D. Related compounds
Related alkanenitriles
Related compounds
Malonic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Malononitrile is an organic compoundnitrile with the formula CH2(CN)2. It is a colorless or white solid, although aged samples appear yellow or even brown. It is a widely used building block in organic synthesis.