Malononitrile

Malononitrile
Names
	IUPAC name Malononitrile
	Preferred IUPAC name Propanedinitrile
	Other names Malonodinitrile; Cyanoacetonitrile; Dicyanomethane; Malonic dinitrile;
Identifiers
CAS Number	109-77-3 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	773697
ChEBI	CHEBI:33186 ;
ChemSpider	13884495 ;
ECHA InfoCard	100.003.368
EC Number	203-703-2;
Gmelin Reference	1303
MeSH	dicyanmethane
PubChem CID	8010;
RTECS number	OO3150000;
UNII	EBL1KKS93J ;
UN number	2647
CompTox Dashboard (EPA)	DTXSID6021907 ;
	InChI InChI=1S/C3H2N2/c4-2-1-3-5/h1H2 Key: CUONGYYJJVDODC-UHFFFAOYSA-N ;
	SMILES N#CCC#N;
Properties
Chemical formula	CH2(CN)2
Molar mass	66.063 g·mol−1
Appearance	Colourless or white solid
Odor	Sweet
Density	1.049 g/cm3
Melting point	30–32 °C (86–90 °F; 303–305 K)
Boiling point	220 °C (428 °F; 493 K)
Solubility in water	133 g/L (20 °C (68 °F; 293 K))
Thermochemistry
Heat capacity (C)	110.29 J⋅K−1⋅mol-1
Std molar; entropy (S⦵298)	130.96 J⋅K−1⋅mol-1
Std enthalpy of; formation (ΔfH⦵298)	187.7 to 188.1 kJ⋅mol−1
Std enthalpy of; combustion (ΔcH⦵298)	−1654.0 to −1654.4 kJ⋅mol−1
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H300, H311+H331, H317, H319, H410
Precautionary statements	P261, 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, P501
NFPA 704 (fire diamond)	4 1 1
Flash point	86 °C (187 °F; 359 K)
Autoignition; temperature	365 °C (689 °F; 638 K)
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	19 mg/kg (oral, mouse); 14 mg/kg (oral, rat); 350 mg/kg (dermal, rat);
LC50 (median concentration)	0.51 mg/L (inhalation, dust/mist, 4h)
	NIOSH (US health exposure limits):
PEL (Permissible)	none
REL (Recommended)	TWA 3 ppm (8 mg/m3)
IDLH (Immediate danger)	N.D.
Related compounds
Related alkanenitriles	Acetonitrile; Aminoacetonitrile; Glycolonitrile; Cyanogen; Propanenitrile; Aminopropionitrile; Pivalonitrile; Acetone cyanohydrin; Butyronitrile; Succinonitrile; Tetramethylsuccinonitrile;
Related compounds	Malonic acid
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Malononitrile is an organic compound nitrile 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.