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Barbituric Acid

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Identification
Molecular formula
C4H4N2O3
CAS number
67-52-7
IUPAC name
hexahydropyrimidine-2,4,6-trione
State
State

At room temperature, barbituric acid is a stable solid.

Melting point (Celsius)
248.00
Melting point (Kelvin)
521.15
Boiling point (Celsius)
315.00
Boiling point (Kelvin)
588.15
General information
Molecular weight
128.09g/mol
Molar mass
128.0880g/mol
Density
1.3240g/cm3
Appearence

Barbituric acid appears as a white crystalline solid. It can also appear in powder form and is odorless.

Comment on solubility

Solubility of Hexahydropyrimidine-2,4,6-trione

Hexahydropyrimidine-2,4,6-trione (C4H4N2O3) exhibits notable solubility characteristics that are essential for its application in various chemical processes. This compound is recognized for:

  • High solubility in polar solvents: Hexahydropyrimidine-2,4,6-trione is highly soluble in water due to the presence of multiple hydrogen bond-forming groups, which interact favorably with water molecules.
  • Limited solubility in non-polar solvents: The compound shows minimal solubility in non-polar organic solvents, reflecting its polar nature and the disparity in interactions.
  • pH-dependent solubility: The solubility may vary with pH, as changes in hydrogen ion concentration can influence the ionization of functional groups, thus affecting overall solubility.
  • Stability in solution: In aqueous solutions, hexahydropyrimidine-2,4,6-trione tends to maintain its integrity, making it useful in various chemical syntheses.

In summary, the solubility profile of hexahydropyrimidine-2,4,6-trione highlights its utility in both laboratory and industrial applications. As the old saying goes, "Like dissolves like,” and in this case, the compound's structure ensures that it will readily integrate into polar environments.

Interesting facts

Interesting Facts About Hexahydropyrimidine-2,4,6-trione

Hexahydropyrimidine-2,4,6-trione is a fascinating organic compound that is often cited in the realm of synthetic chemistry and biochemical studies. Here are some intriguing aspects of this compound:

  • Structural Configuration: The unique structure of hexahydropyrimidine-2,4,6-trione contributes to its remarkable properties. The presence of three keto groups makes this compound an important subject of study for understanding tautomeric behavior in nitrogen-containing heterocycles.
  • Reactivity: This compound is noted for its ability to participate in various chemical reactions, particularly in the formation of derivatives that are of interest in medicinal chemistry. Its structure allows it to act as a precursor for more complex molecules.
  • Biological Relevance: Research has demonstrated that compounds related to hexahydropyrimidine-2,4,6-trione can exhibit biological activity. Such studies are vital for the development of pharmaceuticals, particularly in the context of drug discovery.
  • Applications in Material Science: Due to its unique chemical properties, hexahydropyrimidine-2,4,6-trione can also find applications in material science, serving as a building block for polymers or functional materials.
  • Historical Significance: The study of heterocycles, particularly those containing nitrogen, has a rich history, with hexahydropyrimidine-2,4,6-trione playing a role in advancing our understanding of organic synthesis and its practical applications.

In summary, hexahydropyrimidine-2,4,6-trione is more than just a chemical formula; it encapsulates a wealth of research potential and serves as a stepping stone toward further advancements in diverse scientific fields. As a student or scientist exploring this compound, one gains invaluable insights into the complex interplay of structure and reactivity in organic chemistry.

Synonyms
BARBITURIC ACID
67-52-7
Malonylurea
Pyrimidinetrione
2,4,6(1H,3H,5H)-Pyrimidinetrione
6-Hydroxyuracil
pyrimidine-2,4,6(1H,3H,5H)-trione
2,4,6-Trihydroxypyrimidine
Pyrimidinetriol
2,4,6-Pyrimidinetrione
2,4,6-Trioxohexahydropyrimidine
Malonylharnstoff
1,3-diazinane-2,4,6-trione
Barbitursaeure
Barbiturate
Barbituric acid (VAN)
Hydrouracil, 6-hydroxy-
Hexahydropyrimidine-2,4,6-trione
2,4,6-Pyrimidinetrione(1H,3H,5H)
Urea, N,N'-(1,3-dioxo-1,3-propanediyl)-
NSC 7889
Barbitursaure
CHEBI:16294
1,2,3,4,5,6-Hexahydro-2,4,6-pyrimidinetrione
EINECS 200-658-0
UNII-WQ92Y2793G
Barbituric acid (VAN) (8CI)
DTXSID8020129
AI3-02724
WQ92Y2793G
NSC-7889
MFCD00006666
2,4,6-(1H,3H,5H)-Pyrimidinetrione
BARBITURIC ACID [MI]
DTXCID20129
EC 200-658-0
NN'-(1,3-dioxo-1,3-propanediyl)-Urea
4,6-dihydroxy-2,5-dihydropyrimidin-2-one
N,N'-(1,3-Dioxo-1,3-propanediyl)-Urea
FLUOROURACIL IMPURITY A [EP IMPURITY]
2,4,6(1H,3H,5H)-Pyrimidinetrione (ACD/Name 4.0)
FLUOROURACIL IMPURITY A (EP IMPURITY)
barbituric
Barbitate
6Hydroxyuracil
Barbitic acid
pyrimidine-2
BR8
2,6-Pyrimidinetriol
Hydrouracil, 6hydroxy
2,4,6Pyrimidinetriol
2,4,6Pyrimidinetrione
2,6-Trihydroxypyrimidine
4390-16-3
2,4,6Trihydroxypyrimidine
bmse000346
Epitope ID:120355
SCHEMBL38707
2,6-Trioxohexahydropyrimidine
2,4,6Trioxohexahydropyrimidine
2-hydroxypyrimidine-4,6-dione
NSC7889
BCP21798
2,6(1H,3H,5H)-Pyrimidinetrione
Tox21_200924
BBL036209
STK317809
STL451498
2,4,6(1H,3H,5H)Pyrimidinetrione
2,6-(1H,3H,5H)-Pyrimidinetrione
AKOS000288853
AKOS024255606
2,4,6-(1H,3H,5H)pyrimidinetrione
BS-3763
CS-W018516
Urea, N,N'(1,3dioxo1,3propanediyl)
Barbituric acid, ReagentPlus(R), 99%
CAS-67-52-7
2-hydroxypyrimidine-4,6(1H,5H)-dione
NCGC00248877-01
NCGC00258478-01
Urea,N'-(1,3-dioxo-1,3-propanediyl)-
B0003
B1063
NS00009292
EN300-19230
C00813
A835792
Q410278
F0001-1773
Z104473234
4A0BDFFD-9542-4996-A89F-E5A55D03B250
Malonylurea;2,4,6(1H,3H,5H)-Pyrimidinetrione;6-Hydroxyuracil
Barbituric acid, for spectrophotometric det. of cyanide, >=99.5%
Fluorouracil impurity A, European Pharmacopoeia (EP) Reference Standard
200-658-0