Malononitrile

Malononitrile
Ball-and-stick model	Space-filling model
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
Density	1.049 g cm−3
Melting point	32 °C; 89 °F; 305 K
Boiling point	220.1 °C; 428.1 °F; 493.2 K
Solubility in water	13% (20 °C)[clarification needed]
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)	−1,654.0 to −1,654.4 kJ mol−1
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H301, H311, H331, H410
Precautionary statements	P261, P273, P280, P301+P310, P311
Flash point	86 °C (187 °F; 359 K)
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	19 mg kg−1 (oral, mouse); 350 mg kg−1 (dermal, rat);
	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.

^ ^a ^b ^c ^d ^e ^f NIOSH Pocket Guide to Chemical Hazards. "#0378". National Institute for Occupational Safety and Health (NIOSH).
^ ^a ^b International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 902. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.

[PGCH-1] ^ ^a ^b ^c ^d ^e ^f NIOSH Pocket Guide to Chemical Hazards. "#0378". National Institute for Occupational Safety and Health (NIOSH).

[IUPAC2014-2] International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 902. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.

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