Topic summary

Hydrogen cyanide

Hydrogen cyanide
Names IUPAC name
Formonitrile
Systematic IUPAC name
Methanenitrile
Other names
  • Formic anammonide
  • Hydridonitridocarbon
  • Hydrocyanic acid (aqueous)
  • Prussic acid
  • Cyanane
Identifiers
3D model (JSmol)
ChEBIChemSpiderECHA InfoCard100.000.747EC Number
  • 200-821-6
KEGGMeSHHydrogen+CyanideRTECS number
  • MW6825000
UNIIUN number1051
  • InChI=1S/CHN/c1-2/h1H
    Key: LELOWRISYMNNSU-UHFFFAOYSA-N
Properties HCN Molar mass27.0253 g/mol Appearance Colorless liquid or gas Odorbitter almond-like Density0.6876 g/cm Melting point−13.29 °C (8.08 °F; 259.86 K) Boiling point26 °C (79 °F; 299 K) Miscible Solubility in ethanolMiscible Vapor pressure100 kPa (25 °C) 75 μmol Pa kg Acidity (pKa) 9.21 (in water),

12.9 (in DMSO)

Basicity (pKb) 4.79 (cyanide anion) Conjugate acidHydrocyanoniumConjugate baseCyanide1.2675 Viscosity0.183 mPa·s (25 °C) Structure tetragonal (>170 K)
orthorhombic (<170 K) C∞vLinear 2.98 D Thermochemistry 35.9 J K mol (gas) 201.8 J K mol 135.1 kJ mol Hazards GHS labelling: DangerH220, H224, H300+H310+H330, H319, H336, H370, H410P210, P261, P305+P351+P338NFPA 704 (fire diamond) Flash point−17.8 °C (0.0 °F; 255.3 K) 538 °C (1,000 °F; 811 K) Explosive limits5.6% – 40.0% Lethal dose or concentration (LD, LC): 501 ppm (rat, 5 min)
323 ppm (mouse, 5 min)
275 ppm (rat, 15 min)
170 ppm (rat, 30 min)
160 ppm (rat, 30 min)
323 ppm (rat, 5 min) 200 ppm (mammal, 5 min)
36 ppm (mammal, 2 hr)
107 ppm (human, 10 min)
759 ppm (rabbit, 1 min)
759 ppm (cat, 1 min)
357 ppm (human, 2 min)
179 ppm (human, 1 hr) NIOSH (US health exposure limits):
PEL (Permissible)
TWA 10 ppm (11 mg/m) [skin]
REL (Recommended)
ST 4.7 ppm (5 mg/m) [skin]
IDLH (Immediate danger)
50 ppm Related compounds
Related alkanenitriles
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X markNverify (  ?)

Hydrogen cyanide (also called prussic acid) is a chemical compound with the formula HCN and structural formulaH−C≡N. It is a highly toxic and flammable liquid that boils slightly above room temperature, at 25.6 °C (78.1 °F). HCN is produced on an industrial scale and is a highly valued precursor to many chemical compounds ranging from polymers to pharmaceuticals. Large-scale applications are for the production of potassium cyanide and adiponitrile, used in mining and plastics, respectively. It is more toxic than solid cyanide compounds due to its volatile nature. A solution of hydrogen cyanide in water, represented as HCN(aq), is called hydrocyanic acid. The salts of the cyanide anion are known as cyanides.

Whether hydrogen cyanide is an organic compound or not is a topic of debate among chemists. It is traditionally considered inorganic, but can also be considered a nitrile, giving rise to its alternative names of methanenitrile and formonitrile.