Piperazine

Piperazine
Names
Preferred IUPAC name
Piperazine
Systematic IUPAC name
1,4-Diazacyclohexane
Other names
Hexahydropyrazine
Piperazidine
Diethylenediamine
1,4-Diazinane
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.003.463
KEGG
UNII
  • InChI=1S/C4H10N2/c1-2-6-4-3-5-1/h5-6H,1-4H2 N
    Key: GLUUGHFHXGJENI-UHFFFAOYSA-N N
  • InChI=1S/C4H10N2/c1-2-6-4-3-5-1/h5-6H,1-4H2
  • C1CNCCN1
Properties
C4H10N2
Molar mass 86.138 g·mol−1
Appearance White crystalline solid
Melting point 106 °C (223 °F; 379 K)
Boiling point 146 °C (295 °F; 419 K) Sublimes
Freely soluble
Acidity (pKa) 9.8
Basicity (pKb) 4.19
−56.8·10−6 cm3/mol
Pharmacology
P02CB01 (WHO)
Pharmacokinetics:
60-70%
Hazards
NFPA 704 (fire diamond)
2
2
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Piperazine (/pˈpɛrəzn/) is an organic compound with the formula (CH2CH2NH)2. In term of its structure, it can be described as cyclohexane with the 1- and 4-CH2 groups replaced by NH. Piperazine exists as deliquescent solid with a saline taste. Piperazine is freely soluble in water and ethylene glycol, but poorly soluble in diethyl ether. Piperazine is commonly available industrially is as the hexahydrate, (CH2CH2NH)2·6H2O, which melts at 44 °C and boils at 125–130 °C.

Substituted derivatives of piperazine are a broad class of chemical compounds. Many piperazines have useful pharmacological properties, prominent examples include viagra, ciprofloxacin, and ziprasidone.