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Barbituric Acid, 5,5-diallyl-1,3-dimethyl

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Identification
Molecular formula
C12H16N2O3
CAS number
539-47-7
IUPAC name
5,5-diallyl-1,3-dimethyl-hexahydropyrimidine-2,4,6-trione
State
State

At room temperature, 5,5-diallyl-1,3-dimethyl-hexahydropyrimidine-2,4,6-trione is typically a solid.

Melting point (Celsius)
144.00
Melting point (Kelvin)
417.15
Boiling point (Celsius)
450.00
Boiling point (Kelvin)
723.15
General information
Molecular weight
222.27g/mol
Molar mass
222.2810g/mol
Density
1.3000g/cm3
Appearence

5,5-diallyl-1,3-dimethyl-hexahydropyrimidine-2,4,6-trione appears as a crystalline solid that may range from white to off-white in color.

Comment on solubility

Solubility of 5,5-Diallyl-1,3-dimethyl-hexahydropyrimidine-2,4,6-trione

The solubility of 5,5-diallyl-1,3-dimethyl-hexahydropyrimidine-2,4,6-trione in various solvents can be quite complex due to its unique structural characteristics. Here are some key points regarding its solubility:

  • Polar Solvents: This compound tends to exhibit limited solubility in polar protic solvents such as water, primarily due to its hydrophobic diallyl groups.
  • Non-Polar Solvents: It shows a higher solubility in non-polar solvents like hexane and toluene, which can better accommodate the compound’s bulky aliphatic substituents.
  • Alkali Solubility: The acidic protons in the structure may allow for increased solubility in alkaline conditions, where deprotonation can take place.
  • Temperature Influence: Solubility can increase with temperature, thus suggesting that heating the solvent may enhance dissolution for practical applications.

Overall, the solubility profile of 5,5-diallyl-1,3-dimethyl-hexahydropyrimidine-2,4,6-trione indicates significant variations depending on solvent polarity, temperature, and chemical environment. Understanding these factors is crucial for effective application and manipulation of this compound in both laboratory and industrial settings.

Interesting facts

Interesting Facts about 5,5-Diallyl-1,3-dimethyl-hexahydropyrimidine-2,4,6-trione

5,5-Diallyl-1,3-dimethyl-hexahydropyrimidine-2,4,6-trione is a fascinating compound with a unique structure and several intriguing properties. Here are some interesting aspects worth noting:

  • Complexity of Structure: The compound features a hexahydropyrimidine ring, a bicyclic structure that contributes to the compound’s stability and versatility. Its multiple functional groups, notably the diallyl substituents, provide various points for chemical reactivity.
  • Biological Implications: Reports suggest that compounds similar to this structure have potential biological activities. Their ability to modulate certain biochemical pathways makes them candidates for pharmaceutical applications.
  • Reactivity: The presence of the diallyl groups lends itself to various reactions, particularly in the realm of organic synthesis. For example, these groups can undergo cross-coupling reactions which are valuable in creating more complex molecular frameworks.
  • Historical Context: Compounds of the pyrimidine family have been studied for many decades. As valuable precursors in the synthesis of nucleotides and nucleic acids, understanding derivatives like this one helps chemists fill knowledge gaps in molecular biology.
  • Research Potential: The compound encapsulates a rich area of research in medicinal chemistry where scientists are continually investigating novel derivatives and their potential therapeutic uses, particularly in the field of cancer research.

In summary, 5,5-diallyl-1,3-dimethyl-hexahydropyrimidine-2,4,6-trione is not just an ordinary chemical compound; it represents a convergence of organic chemistry, medicinal research, and biochemistry. As scientists explore its properties further, it may lead to new discoveries that leverage its structural attributes for innovative applications.

Synonyms
Dimethylallobarbital
722-97-4
Dimethyldial
N,N-Dimethylallobarbitone
5,5-Diallyl-1,3-dimethylbarbituric acid
BARBITURIC ACID, 5,5-DIALLYL-1,3-DIMETHYL-
1,3-dimethyl-5,5-bis(prop-2-enyl)-1,3-diazinane-2,4,6-trione
NSC 125779
UUB4TVA5NT
1,3-Dimethyl-5,5-diallylhexahydropyrimidine-2,4,6-trione
2,4,6(1H,3H,5H)-Pyrimidinetrione, 1,3-dimethyl-5,5-di-2-propenyl-
NSC-125779
BRN 0202499
Dimethylallobarbitone
NSC125779
UNII-UUB4TVA5NT
Cambridge id 5174603
5,3-dimethylbarbituric acid
SCHEMBL2047089
DTXSID70222530
MCTNRBUJWLUDJG-UHFFFAOYSA-N
HMS1608A11
MFCD00596754
AKOS001587775
CCG-103769
1,3-Dimethyl derivative of Allobarbitol
Barbituric acid,5-diallyl-1,3-dimethyl-
CS-0164968
G75797
AB00074860-01
5,5-Diallyl-1,3-dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione
5,5-diallyl-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione
1,3-dimethyl-5,5-di-2-propen-1-yl-2,4,6(1h,3h,5h)-pyrimidinetrione
2,6(1H,3H,5H)-Pyrimidinetrione, 1,3-dimethyl-5,5-di-2-propenyl-
2,4,6(1H,3H,5H)-PYRIMIDINETRIONE, 1,3-DIMETHYL-5,5-DI-2-PROPEN-1-YL-
5,5-Diallyl-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione (Oseltamivir Impurity pound(c)