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Trifluoromethyluracil

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Identification
Molecular formula
C5H3F3N2O2
CAS number
123-80-0
IUPAC name
5-(trifluoromethyl)-1H-pyrimidine-2,4-dione
State
State

At room temperature, Trifluoromethyluracil is generally found as a solid. It is stable under normal conditions but should be handled carefully in a controlled environment to prevent decomposition or reaction with moisture.

Melting point (Celsius)
215.00
Melting point (Kelvin)
488.00
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.00
General information
Molecular weight
190.08g/mol
Molar mass
190.0780g/mol
Density
1.5700g/cm3
Appearence

Trifluoromethyluracil is typically a white crystalline solid. The compound may appear in fine powder form, with crystals that are often needle-like or flaky depending on the method of crystallization.

Comment on solubility

Solubility of 5-(trifluoromethyl)-1H-pyrimidine-2,4-dione

5-(trifluoromethyl)-1H-pyrimidine-2,4-dione, with the chemical formula C5H3F3N2O2, exhibits notable solubility characteristics that can be influenced by several factors. Understanding its solubility is essential for its applications in various fields, particularly in pharmaceuticals and agrochemicals.

Key Points on Solubility:

  • Polar Nature: The presence of the trifluoromethyl (-CF3) group, along with nitrogen and oxygen atoms, indicates a certain degree of polarity, which can promote solubility in polar solvents.
  • Solvent Compatibility: This compound is likely to be soluble in polar organic solvents such as dimethyl sulfoxide (DMSO) and methanol, but may have limited solubility in nonpolar solvents.
  • Hydrogen Bonding: The carbonyl groups present in the dione structure may participate in hydrogen bonding, further enhancing solubility in aqueous environments under certain conditions.

However, definitive solubility data should be consulted to confirm empirical findings. As noted in chemical literature, “the behavior of a compound in solution is often the key to unlocking its potential.” Therefore, assessing the solubility of 5-(trifluoromethyl)-1H-pyrimidine-2,4-dione in various environments is crucial for its effective utilization.

Interesting facts

Interesting Facts about 5-(Trifluoromethyl)-1H-Pyrimidine-2,4-Dione

5-(Trifluoromethyl)-1H-pyrimidine-2,4-dione is an intriguing compound that lies at the intersection of medicinal and agricultural chemistry. Here are some key points that highlight its significance:

  • Fluorine Chemistry: The trifluoromethyl group (-CF3) dramatically influences the chemical properties of this pyrimidine derivative. Compounds with this functional group often exhibit increased lipophilicity and metabolic stability.
  • Heterocyclic Compounds: As a part of the pyrimidine family, this compound belongs to a class of heterocycles that are pivotal in the design of pharmaceuticals because they readily engage in various types of chemical reactions.
  • Biological Activity: Pyrimidine derivatives are known for their ability to interact with biological systems. This compound specifically has been studied for its potential role in the development of antiviral and anticancer agents.
  • Applications in Agriculture: Compounds like 5-(trifluoromethyl)-1H-pyrimidine-2,4-dione may be explored for their efficacy as agrochemicals, given their structure’s ability to influence plant pathogens and pests.
  • Fundamental Research: The unique properties of this compound make it a subject of ongoing research, especially in the context of material science and nanotechnology.

In the words of a chemist, "Understanding how modifications in molecular structure can lead to variations in biological activity is one of the most rewarding aspects of chemical research." So, the exploration of compounds like 5-(trifluoromethyl)-1H-pyrimidine-2,4-dione not only unlocks new possibilities in scientific invention but also enriches our understanding of chemistry’s vast landscape.

Synonyms
5-(Trifluoromethyl)uracil
54-20-6
Trifluorothymine
5-Trifluoromethyluracil
5-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione
5-(Trifluoromethyl)pyrimidine-2,4-diol
2,4(1H,3H)-Pyrimidinedione, 5-(trifluoromethyl)-
5-(trifluoromethyl)-1H-pyrimidine-2,4-dione
URACIL, 5-(TRIFLUOROMETHYL)-
MFCD00006024
5-Trifluoromethyl-1H-pyrimidine-2,4-dione
EINECS 200-197-5
NSC 73757
L 595725-0-1
5-(trifluoromethyl)-1,2,3,4-tetrahydropyrimidine-2,4-dione
NSC-73757
4U846R5P34
DTXSID40202304
5-(Trifluoromethyl)-2,4(1H,3H)-pyrimidinedione
NSC73757
ifluoromethyl)pyrimidine-2,4(1H,3H)-dione
5-TFMU
UNII-4U846R5P34
5-Trifluorothymine
Trifluorothymine, 97%
5-trifluoromethyl uracil
5-trifluoromethyl-uracil
5-(trifluoromethyl) uracil
WLN: T6MVMVJ EXFFF
NCIOpen2_000624
SCHEMBL42449
CHEMBL405942
DTXCID00124795
ZRUHELNSRPKKNW-UHFFFAOYSA-N
HMS1664J14
BCP07550
BBL101944
CCG-50621
STL555741
5-trifluoromethylpyrimidine-2,4-dione
AKOS005063375
AC-1199
CS-W019389
FS-1051
FT10650
HY-W018603
SB57782
SY013886
NS00041043
T1622
2,3H)-Pyrimidinedione, 5-(trifluoromethyl)-
EN300-94955
O11316
5-(Trifluoromethyl)-2,4(1H,3H)-pyrimidinedione #
pyrimidine-2,4(1H,3H)-dione, 5-trifluoromethyl-
SR-01000639984-1
Q27260511
Z1203162212
1,2,3,4-Tetrahydropyrazin-2,4-dione, 5-trifluoromethyl-
2,4(1H,3H)-Pyrimidinedione, 5-(trifluoromethyl)-(9CI)
InChI=1/C5H3F3N2O2/c6-5(7,8)2-1-9-4(12)10-3(2)11/h1H,(H2,9,10,11,12
200-197-5
5-(Trifluoromethyl)-2,4(1H,3H)-pyrimidinedione; 5-(Trifluoromethyl)pyrimidine-2,4-diol; 5-(Trifluoromethyl)uracil; 5-Trifluoromethyl-1H-pyrimidine-2,4-dione; NSC 73757