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Topic summary

Pyrimidine

Pyrimidine
Names Preferred IUPAC name
Pyrimidine
Systematic IUPAC name
1,3-Diazabenzene
Other names
1,3-Diazine
m-Diazine
Identifiers
3D model (JSmol)
103894 ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.005.479EC Number
  • 206-026-0
49324 KEGG
MeSHpyrimidine
UNII
  • InChI=1S/C4H4N2/c1-2-5-4-6-3-1/h1-4H
    Key: CZPWVGJYEJSRLH-UHFFFAOYSA-N
  • InChI=1/C4H4N2/c1-2-5-4-6-3-1/h1-4H
    Key: CZPWVGJYEJSRLH-UHFFFAOYAT
  • n1cnccc1
Properties C4H4N2Molar mass80.088 g mol Density1.016 g cm Melting point20 to 22 °C (68 to 72 °F; 293 to 295 K) Boiling point123 to 124 °C (253 to 255 °F; 396 to 397 K) Miscible (25°C) Acidity (pKa) 1.10 (protonated pyrimidine) Hazards GHS labelling:[1]DangerH226, H318P210, P233, P240, P241, P242, P243, P264+P265, P280, P303+P361+P353, P305+P354+P338, P317, P370+P378, P403+P235, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Pyrimidine (C4H4N2; ) is an aromatic, heterocyclic, organic compound similar to pyridine (C5H5N). One of the three diazines (six-membered heterocyclics with two nitrogen atoms in the ring), it has nitrogen atoms at positions 1 and 3 in the ring. The other diazines are pyrazine (nitrogen atoms at the 1 and 4 positions) and pyridazine (nitrogen atoms at the 1 and 2 positions).

In nucleic acids, three types of nucleobases are pyrimidine derivatives: cytosine (C), thymine (T), and uracil (U).

Wikipedia source