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Barbituric acid

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Identification
Molecular formula
C4H6N2O3
CAS number
67-52-7
IUPAC name
hexahydropyrimidine-2,4-dione
State
State

At room temperature, Barbituric acid is typically found as a solid.

Melting point (Celsius)
245.00
Melting point (Kelvin)
518.20
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
128.10g/mol
Molar mass
128.0920g/mol
Density
1.3032g/cm3
Appearence

Barbituric acid appears as a white crystalline powder.

Comment on solubility

Solubility of Hexahydropyrimidine-2,4-dione (C4H6N2O3)

Hexahydropyrimidine-2,4-dione is an intriguing compound when considering its solubility characteristics. Understanding its solubility can be crucial for various applications in chemical synthesis and pharmaceuticals. Here are some key points regarding the solubility of this compound:

  • Polar Nature: The presence of two carbonyl (C=O) groups in its structure makes hexahydropyrimidine-2,4-dione relatively polar, which typically enhances solubility in polar solvents.
  • Solvent Compatibility: This compound is likely to be soluble in water, as well as some organic solvents, such as ethanol and methanol, due to the hydrogen bond interactions facilitated by the nitrogen and oxygen atoms.
  • Temperature Effects: The solubility can vary with temperature; higher temperatures often increase solubility for most organic compounds.
  • pH Dependence: The solubility may also be affected by the pH of the solution, as acidic or basic conditions can lead to ionization, enhancing its solubility.

In summary, hexahydropyrimidine-2,4-dione exhibits a moderate solubility profile owing to its polar groups and potential for hydrogen bonding. A thorough evaluation of solvent interactions, temperature, and pH conditions is essential for optimizing its use in various chemical processes.

Interesting facts

Interesting Facts about Hexahydropyrimidine-2,4-dione

Hexahydropyrimidine-2,4-dione, often recognized for its unique bicyclic structure, is a compound that holds significant interest in the fields of organic chemistry and medicinal chemistry. Here are some intriguing aspects of this molecule:

  • Diverse Applications: This compound is noted for its potential applications in pharmaceuticals, particularly in the development of antiviral and antibiotic agents.
  • Structure and Reactivity: The bicyclic configuration contributes to its reactivity, making it a valuable intermediate in various organic synthesis reactions.
  • Focus of Research: Ongoing research investigates its effects on biological systems, aiming to understand its mechanism of action and potential therapeutic uses.
  • Analogs and Derivatives: Chemists often explore various analogs and derivatives of hexahydropyrimidine-2,4-dione to enhance its efficacy and reduce toxicity in medicinal applications.

Hexahydropyrimidine-2,4-dione is also fascinating because of its structural relation to other nitrogen-containing heterocycles, which are critical in many natural products and bioactive compounds. As one researcher noted, "the interplay of nitrogen atoms within the ring system can lead to unexpected properties and activities". This makes it a compound worth studying in depth for its potential in drug discovery and materials science.


With the growing trend toward discovering novel compounds with unique properties, hexahydropyrimidine-2,4-dione undoubtedly represents a tiny yet significant piece of the vast puzzle in organic chemistry.

Synonyms
dihydrouracil
5,6-dihydrouracil
504-07-4
Hydrouracil
DIHYDROPYRIMIDINE-2,4(1H,3H)-DIONE
5,6-Dihydro-2,4-dihydroxypyrimidine
Dihydrouracile
Dihydro Uracil
1,3-diazinane-2,4-dione
2,4(1H,3H)-Pyrimidinedione, dihydro-
Dihydro-2,4(1H,3H)-pyrimidinedione
DI-H-uracil
2,4-Dioxotetrahydropyrimidine
CHEBI:15901
3,4-DIHYDROURACIL
5,6-Dihydro-2,4(1H,3H)-pyrimidinedione
4,5-dihydrouracil
Dihydro-pyrimidine-2,4-dione
UNII-016FR52RU5
Hydrouracil (8CI)
AI3-50443
016FR52RU5
EINECS 207-982-1
MFCD00006029
NSC 11867
NSC-11867
CHEMBL1232394
DTXSID7060122
NSC11867
DUC
hexahydropyrimidine-2,4-dione
Uracil, dihydro-
Dihydropyrimidine-dione
5,4-dihydroxypyrimidine
Hydrouracil (6CI,8CI)
bmse000425
dihydropyrimidine-2,4-dione
SCHEMBL29419
DTXCID6040828
SCHEMBL11345853
2,3H)-Pyrimidinedione, dihydro-
HMS3604J13
BDBM50621579
STK677038
XH0481
2,6-dihydroxy-4,5-dihydropyrimidine
AKOS001082457
CS-W013642
DB01849
FD08412
HY-W012926
SB57251
AS-11656
SY027535
DB-071190
NS00032057
EN300-10815
Pyrimidine-2,4(1H,3H)-dione,5,6-dihydro-
C00429
F11823
2,4(1H,3H)-Pyrimidinedione, dihydro- (9CI)
Q409340
6AAFA8BE-A3E1-41A4-85F8-FBE71F510CAD
Dihydrouracil; 2,4(1H,3H)-Pyrimidinedione, dihydro-
Z57033885
207-982-1