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Pyrimidine

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Identification
Molecular formula
C4H4N2
CAS number
289-95-2
IUPAC name
pyrimidine
State
State

Pyrimidine is typically a liquid at room temperature due to its low melting point.

Melting point (Celsius)
21.00
Melting point (Kelvin)
294.15
Boiling point (Celsius)
123.50
Boiling point (Kelvin)
396.65
General information
Molecular weight
80.09g/mol
Molar mass
80.0880g/mol
Density
1.0161g/cm3
Appearence

Pyrimidine is a colorless, crystalline compound. It is known for its distinct, aromatic smell, which is quite typical for aromatic heterocyclic compounds.

Comment on solubility

Solubility of Pyrimidine

Pyrimidine, with the chemical formula C4H4N2, exhibits interesting solubility characteristics that reflect its unique structure.

General Solubility Behavior

Pyrimidine is known to be:

  • Soluble in Water: It has a moderate solubility in water, approximately 41 g/L at 20°C. This is largely due to its polar nature which allows for hydrogen bonding with water molecules.
  • Highly Soluble in Organic Solvents: Pyrimidine is also soluble in many organic solvents such as alcohols, ether, and most aromatic hydrocarbons. This versatility enhances its utility in various chemical reactions and synthesizations.

Factors Influencing Solubility

The solubility of pyrimidine can be affected by several factors:

  • Temperature: Solubility generally increases with temperature, making it important for reactions that require higher temperatures.
  • pH and Ionization: The state of ionization of compounds can also play a role in solubility, particularly in mixed solutions.

Overall, the solubility of pyrimidine emphasizes its role as a crucial building block in the synthesis of nucleotides and various pharmaceuticals. As noted, its ability to dissolve in both water and organic solvents makes it a versatile compound in the field of chemistry.

Interesting facts

Pyrimidine: An Insight into an Aromatic Heterocycle

Pyrimidine is a fascinating chemical compound that plays a critical role in the world of organic chemistry, particularly in the fields of biochemistry and pharmacology. As a six-membered heterocycle, pyrimidine features two nitrogen atoms at positions 1 and 3, making it a key component in many biological molecules.

Key Characteristics of Pyrimidine

  • Structural Versatility: Pyrimidine serves as a foundational structure for numerous important compounds, including nucleotides, nucleic acids, and various pharmaceuticals.
  • Biological Significance: This heterocyclic compound is crucial for the synthesis of nucleic acids (DNA and RNA), where bases such as cytosine and thymine are derived from pyrimidine.
  • Pharmaceutical Applications: Pyrimidine derivatives are widely studied for their therapeutic potential, including anti-cancer, anti-viral, and anti-inflammatory properties.
  • Reactivity: The presence of nitrogen atoms in pyrimidine contributes to its unique reactivity, making it susceptible to substitutions and other chemical modifications.

In the words of acclaimed chemist Michael Houghton, "The study of heterocycles like pyrimidine opens doors to unraveling complex biochemical pathways." This compounds’ relevance extends beyond academic research, impacting various industries, including agrochemicals and synthesis of dyes.

Pyrimidine's unique properties and functions underscore its significance in both natural processes and synthetic applications, making it an essential subject of study in the chemical sciences.

Synonyms
PYRIMIDINE
289-95-2
1,3-Diazine
Metadiazine
m-Diazine
1,3-Diazabenzene
Miazine
Pyrimidine base
pyrimidin
1,3-Diazin
CHEBI:16898
UNII-K8CXK5Q32L
EINECS 206-026-0
K8CXK5Q32L
NSC 89305
NSC-89305
MFCD00006059
25247-63-6
DTXSID1051228
EC 206-026-0
pyrimidine phase I
NSC89305
pyrimidine phase II
pyrimidine phase IV
Pyrimidine dimer
Pyrimidine, dimer
1,3-Diazabenzene; 1,3-Diazine; Metadiazine; Miazine; NSC 89305; m-Diazine
Pyrimidine free base
PYRIMIDINE [MI]
Epitope ID:140100
Pyrimidine, >=98.0%
CHEMBL15562
DTXCID4029850
HY-Y0519
AKOS015892547
SY021098
CS-0015301
NS00009251
P0662
EN300-80760
C00396
H10864
A819713
Q207722
InChI=1/C4H4N2/c1-2-5-4-6-3-1/h1-4
Z2768165052
206-026-0
P1R