Topic summary

Pyrazine

Names Preferred IUPAC name
Pyrazine
Other names
1,4-Diazabenzene, p-Diazine, 1,4-Diazine, Paradiazine, Piazine, UN 1325
Identifiers
3D model (JSmol)
ChEBIChEMBLChemSpiderECHA InfoCard100.005.480EC Number
  • 206-027-6
UNII
  • InChI=1S/C4H4N2/c1-2-6-4-3-5-1/h1-4H
    Key: KYQCOXFCLRTKLS-UHFFFAOYSA-N
  • InChI=1/C4H4N2/c1-2-6-4-3-5-1/h1-4H
  • c1cnccn1
Properties C4H4N2Molar mass80.090 g·mol Appearance White crystals Density1.031 g/cm Melting point52 °C (126 °F; 325 K) Boiling point115 °C (239 °F; 388 K) Soluble Acidity (pKa) 0.37 (protonated pyrazine) −37.6·10 cm/mol Hazards GHS labelling: DangerH228, H315, H319, H335P210, P261, P305+P351+P338NFPA 704 (fire diamond) Flash point55 °C (131 °F; 328 K) c.c.
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkYverify (  ?)

Pyrazine is a heterocyclicaromaticorganic compound with the chemical formula C4H4N2. It is a symmetrical molecule with point group D2h. Pyrazine is less basic than pyridine, pyridazine and pyrimidine. It is a "deliquescent crystal or wax-like solid with a pungent, sweet, corn-like, nutty odour".

Pyrazine and a variety of alkylpyrazines are flavor and aroma compounds found in baked and roasted goods. Tetramethylpyrazine (also known as ligustrazine) is reported to scavenge superoxide anions and decrease nitric oxide production in human granulocytes.