Cyanogen

Cyanogen
Names
Preferred IUPAC name
Oxalonitrile
Systematic IUPAC name
Ethanedinitrile
Other names
  • Cyanogen
  • Bis(nitridocarbon)(CC)
  • Dicyan
  • Carbon nitride
  • Oxalic acid dinitrile
  • Dicyanogen
  • Nitriloacetonitrile
  • CY
Identifiers
3D model (JSmol)
1732464
ChEBI
ChemSpider
ECHA InfoCard 100.006.643
EC Number
  • 207-306-5
1090
MeSH cyanogen
RTECS number
  • GT1925000
UNII
UN number 1026
  • InChI=1S/C2N2/c3-1-2-4 Y
    Key: JMANVNJQNLATNU-UHFFFAOYSA-N Y
  • N#CC#N
Properties
N≡C−C≡N
Molar mass 52.036 g·mol−1
Appearance Colourless gas
Odor pungent, bitter almond-like
Density 950 mg/mL (at −21 °C)
Melting point −28 °C (−18 °F; 245 K)
Boiling point −21.1 °C; −6.1 °F; 252.0 K
45 g/100 mL (at 20 °C)
Solubility soluble in ethanol, ethyl ether
Vapor pressure 5.1 atm (21 °C)
1.9 μmol/(Pa·kg)
−21.6·10−6 cm3/mol
1.327 (18 °C)
Thermochemistry
241.57 J/(K·mol)
309.07 kJ/mol
−1.0978–−1.0942 MJ/mol
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
forms cyanide in the body; flammable
GHS labelling:
Danger
H220, H331, H410
P210, P261, P271, P273, P304+P340, P311, P321, P377, P381, P391, P403, P403+P233, P405, P501
NFPA 704 (fire diamond)
4
4
2
Explosive limits 6.6–32%
NIOSH (US health exposure limits):
PEL (Permissible)
none
REL (Recommended)
TWA 10 ppm (20 mg/m3)
IDLH (Immediate danger)
N.D.
Safety data sheet (SDS) inchem.org
Related compounds
Related alkanenitriles
Related compounds
DBNPA
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Cyanogen is the chemical compound with the formula (CN)2. Its structure is N≡C−C≡N. The simplest stable carbon nitride, it is a colorless and highly toxic gas with a pungent odor. The molecule is a pseudohalogen. Cyanogen molecules are linear, and consist of two CN groups ‒ analogous to diatomic halogen molecules, such as Cl2, but far less oxidizing. The two cyano groups are bonded together at their carbon atoms, though other isomers have been detected. The name is also used for the CN radical, and hence is used for compounds such as cyanogen bromide (Br−C≡N) (but see also Cyano radical). When burned at increased pressure with oxygen, it is possible to get a blue tinted flame, the temperature of which is about 4800°C (a higher temperature is possible with ozone). It is as such regarded as the gas with the second highest temperature of burning (after dicyanoacetylene).

Cyanogen is the anhydride of oxamide:

H2N−C(=O)−C(=O)−NH2 → N≡C−C≡N + 2 H2O

though oxamide is manufactured from cyanogen by hydrolysis:

N≡C−C≡N + 2 H2O → H2N−C(=O)−C(=O)−NH2