Compound: MALONONITRILE
SMILES: N#CCC#N
InChIKey: CUONGYYJJVDODC-UHFFFAOYSA-N
Synonyms: MALONONITRILE, Propanedinitrile, 109-77-3, Dicyanomethane, Malonic dinitrile, Methylene cyanide, Cyanoacetonitrile, Malonodinitrile, Dicyanmethane, Malonic acid dinitrile, Methylenedinitrile, Methane, dicyano-, Methylenecyanide, Propanedinitrite, Nitril kyseliny malonove, Dwumetylosulfotlenku, RCRA waste number U149, USAF A-4600, USAF KF-19, Malonsaeuredinitril, Nitrile kyseliny malonove, EBL1KKS93J, DTXSID6021907, NSC-3769, DTXCID701907, CHEBI:33186, DICYCANOMETHANE, MALONICDINITRILE, METHANE, DICYANO, RefChem:155451, 203-703-2, NSC 3769, MFCD00001883, C3H2N2, Methylene Dicyanide, Dwumetylosulfotlenku [Polish], CCRIS 4663, HSDB 2523, Nitril kyseliny malonove [Czech], Nitrile kyseliny malonove [Czech], EINECS 203-703-2, UNII-EBL1KKS93J, UN2647, RCRA waste no. U149, BRN 0773697, Malononitril, AI3-24285, 1,1-dicyanomethane, Malononitrile, >=99%, WLN: NC1CN, MALONONITRILE [MI], EC 203-703-2, MALONONITRILE [HSDB], SCHEMBL60898, 4-02-00-01892 (Beilstein Handbook Reference), SCHEMBL118393, SCHEMBL159182, CH2(CN)2, CHEMBL3187514, NSC3769, Tox21_301196, STL168026, Malononitrile [UN2647]  [Poison], AKOS000119843, FM01259, GS-6711, UN 2647, NCGC00248329-01, NCGC00257529-01, BP-11270, CAS-109-77-3, M0033, NS00004975, EN300-19714, InChI=1/C3H2N2/c4-2-1-3-5/h1H, E78923, F075146, Q419572, Z104474890
Theoretical properties:
molecular_formula: C3H2N2
molecular_weight: 66.06 g/mol
exact_mass: 66.021798072 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 0
heavy_atom_count: 5
topological_polar_surface_area: 47.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Colorless solid
color: Colorless solid
boiling_point: 424 to 426 °F at 760 mmHg (EPA, 1998)
melting_point: 90 °F (EPA, 1998)
density: 1.191 at 68 °F (EPA, 1998) - Denser than water; will sink
solubility: greater than or equal to 100 mg/mL at 72.5 °F (NTP, 1992)
flash_point: 266 °F (EPA, 1998)
vapor_pressure: 0.2 [mmHg]
Descriptions:
pubchem: Malononitrile is a dinitrile that is methane substituted by two cyano groups. It is a dinitrile and an aliphatic nitrile.
chebi: A dinitrile that is methane substituted by two cyano groups.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: The compound 2-chlorobenzalmalononitrile (also called o-chlorobenzylidene malononitrile; chemical formula: C10H5ClN2), a cyanocarbon, is the defining component of the lachrymatory agent commonly called CS gas, a tear gas used as a riot control agent, and is banned for use in warfare pursuant to the 1925 Geneva Protocol.
Exposure causes a burning sensation and tearing of the eyes to the extent that the subject cannot keep their eyes open, and a burning irritation of the mucous membranes of the nose, mouth and throat, resulting in profuse coughing, nasal mucus discharge, disorientation, and difficulty breathing, partially incapacitating the subject. CS gas is an aerosol of a volatile solvent (a substance that dissolves other active substances and that easily evaporates) and 2-chlorobenzalmalononitrile, which is a solid compound at room temperature. CS gas is generally accepted as being a non-lethal weapon.