Topic summary

Guanidine

Guanidine
Names Preferred IUPAC name
Guanidine
Other names
  • Aminomethanamidine
  • Iminomethanediamine
  • Carbamimidamide
Identifiers
3D model (JSmol)
506044 ChEBIChEMBLChemSpiderDrugBankECHA InfoCard100.003.656EC Number
  • 204-021-8
100679 MeSHGuanidineUNII
  • InChI=1S/CH5N3/c2-1(3)4/h(H5,2,3,4)
    Key: ZRALSGWEFCBTJO-UHFFFAOYSA-N
  • NC(N)=N
Properties CH5N3Molar mass59.072 g·mol Melting point50 °C (122 °F; 323 K) 18.4 mg/100 mLlog P−1.251 Vapor pressure4.1 mmHg (0.55 kPa) Acidity (pKa) 13.6 Basicity (pKb) 0.4 Conjugate acidGuanidinium Thermochemistry −56±1 kJ⋅mol−1052.1±1 kJ⋅molPharmacology Pharmacokinetics: 7–8 hours Hazards GHS labelling: WarningH302, H315, H319, H332Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Guanidine is the compound with the formula HNC(NH2)2. It is a colourless solid that dissolves in polar solvents. It is a strong base that is used in the production of plastics and explosives. It is found in urine predominantly in patients experiencing renal failure. A guanidine moiety also appears in larger organic molecules, including on the side chain of arginine.