Cyanamide

Cyanamide
Full skeletal formulas of cyanamide, both tautomers
Space-filling model of the cyanamide molecule, nitrile tautomer
Space-filling model of the cyanamide molecule, diimide tautomer
Names
IUPAC name
Cyanamide
Other names
Amidocyanogen, carbamonitrile, carbimide, carbodiimide, cyanoamine, cyanoazane, N-cyanoamine, cyanogenamide, cyanogen amide, cyanogen nitride, diiminomethane, hydrogen cyanamide, methanediimine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.006.358
EC Number
  • 206-992-3
784
KEGG
RTECS number
  • GS5950000
UNII
UN number 2811
  • InChI=1S/CH2N2/c2-1-3/h2H2 checkY
    Key: XZMCDFZZKTWFGF-UHFFFAOYSA-N checkY
  • InChI=1/CH2N2/c2-1-3/h2H2
    Key: XZMCDFZZKTWFGF-UHFFFAOYAW
Properties
CH2N2
Molar mass 42.041 g·mol−1
Appearance Crystalline solid
Density 1.28 g/cm3
Melting point 44 °C (111 °F; 317 K)
Boiling point 260 °C (500 °F; 533 K) (decomposes)
83 °C at 6.7 Pa
140 °C at 2.5 kPa
85 g/100 ml (25 °C)
Solubility in organic solvents soluble
log P −0.82
Acidity (pKa) 10.3
Hazards
GHS labelling:
GHS05: CorrosiveGHS06: ToxicGHS07: Exclamation markGHS08: Health hazard
Danger
H301, H311, H314, H317, H351, H361, H373, H412
P201, P202, P260, P264, P270, P272, P273, P280, P281, P301+P310, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P308+P313, P310, P312, P314, P321, P322, P330, P333+P313, P361, P363, P405, P501
Preview warning: Omit Rules: keep P260, omit P261
NFPA 704 (fire diamond)
NFPA 704 four-colored diamond
2
1
2
Flash point 141 °C (286 °F; 414 K)
NIOSH (US health exposure limits):
PEL (Permissible)
none
REL (Recommended)
TWA 2 mg/m3
IDLH (Immediate danger)
N.D.
Safety data sheet (SDS) ICSC 0424
Related compounds
Related compounds
Calcium cyanamide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Cyanamide is an organic compound with the formula CN2H2. This white solid is widely used in agriculture and the production of pharmaceuticals and other organic compounds. It is also used as an alcohol-deterrent drug. One isomer of the molecule features a nitrile group attached to an amino group. Derivatives of this compound are also referred to as cyanamides, the most common being calcium cyanamide (CaCN2).