File:Pyrimidine_2D_aromatic_full.svg · Wikimedia Commons · See Wikimedia Commons
pyrimidine
Sign in to saveAlso known as m-diazine, PYR, PY, 1,3-diazabenzene, miazine
Pyrimidine (; ) is an aromatic, heterocyclic, organic compound similar to pyridine (). 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).
Pyrimidine is a six-sided ring-shaped molecule made of carbon and hydrogen atoms with two nitrogen atoms positioned opposite each other, and it belongs to a small family of similar compounds called diazines. It's an important building block in nature, particularly in the molecules that make up DNA and RNA, which carry genetic information in all living things.
AI-generated from the Wikipedia summary — may contain errors.
Chemical data
- Formula
- C4H4N2
- Molecular weight
- 80.09 g/mol
- IUPAC name
- pyrimidine
- SMILES
- C1=CN=CN=C1
- InChIKey
- CZPWVGJYEJSRLH-UHFFFAOYSA-N
- XLogP
- -0.4
- Polar surface area
- 25.8 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 80.037
Show 8 more facts
- Commons category
- Pyrimidine
- chemical formula
- C₄H₄N₂
- canonical SMILES
- C1=CN=CN=C1
- density
- 1.016
- melting point
- 22
- boiling point
- 123.8
- ionization energy
- 9.23
- electric dipole moment
- 2.334
via Wikidata · CC0
~10 min read
Article
12 sectionsContents
- Occurrence and history
- Nomenclature
- Physical properties
- Chemical properties
- Synthesis
- Reactions
- Derivatives
- Nucleotides
- Theoretical aspects
- Prebiotic synthesis of pyrimidine nucleotides
- See also
- References
Pyrimidine (; ) is an aromatic, heterocyclic, organic compound similar to pyridine (). 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).