5-(trifluoromethyl)hexahydropyrimidine-2,4-dione

Identification

Molecular formula

C₅H₅F₃N₂O₂

CAS number

3149-14-6

IUPAC name

5-(trifluoromethyl)hexahydropyrimidine-2,4-dione

State

At room temperature, this compound is in a solid state.

Melting point (Celsius)

183.00

Melting point (Kelvin)

456.15

Boiling point (Celsius)

302.00

Boiling point (Kelvin)

575.15

General information

Molecular weight

192.14g/mol

Molar mass

192.1410g/mol

Density

1.5740g/cm³

Appearence

This compound is a crystalline solid. It is typically white in color and has a sharp, medicinal odor.

Comment on solubility

Solubility of 5-(trifluoromethyl)hexahydropyrimidine-2,4-dione

The solubility of 5-(trifluoromethyl)hexahydropyrimidine-2,4-dione (C₅H₅F₃N₂O₂) is influenced by its unique chemical structure, particularly the presence of the trifluoromethyl group. This compound exhibits the following solubility characteristics:

Polar Nature: The trifluoromethyl group increases the polarity of the molecule, enhancing its solubility in polar solvents such as water and ethanol.
Hydrogen Bonding: The presence of carbonyl (C=O) groups in the molecule can engage in hydrogen bonding with water molecules, which may further facilitate solubility.
Temperature Dependency: Like many organic compounds, solubility can significantly change with temperature; usually, higher temperatures lead to increased solubility.
Hydrophobic Characteristics: Despite the polar nature, the hydrophobic aspects introduced by the hydrocarbon chain may limit solubility in highly polar solvents.

In summary, 5-(trifluoromethyl)hexahydropyrimidine-2,4-dione displays moderate solubility in polar solvents while being less soluble in non-polar or highly hydrophobic solvents. As always, empirical testing should be conducted to determine precise solubility under specific conditions.

Interesting facts

Interesting Facts about 5-(Trifluoromethyl)hexahydropyrimidine-2,4-dione

5-(Trifluoromethyl)hexahydropyrimidine-2,4-dione is a unique chemical compound that exemplifies the fascinating world of organofluorine chemistry. Here are some engaging aspects of this compound:

Role in Medicinal Chemistry: The incorporation of trifluoromethyl groups is significant in pharmaceuticals as it can enhance biological activity. Compounds like these are often explored for their efficacy in drug discovery.
Structural Characteristics: The hexahydropyrimidine scaffold and its dione functionality give this compound versatility in various synthetic pathways, making it useful in building complex molecular architectures.
Trifluoromethyl Influence: The presence of the trifluoromethyl group impacts not only the compound's reactivity but also its lipophilicity, which is a critical factor in the biologic effectiveness of medicinal agents.
Research Potential: Due to its distinctive features, this compound is a subject of interest in research, especially in the development of agrochemicals and fine chemicals.
Applications in Materials Science: Compounds containing trifluoromethyl groups are often explored for use in advanced materials, including protective coatings and polymers, owing to their stability and chemical resilience.

Researchers are continually uncovering the potential of 5-(trifluoromethyl)hexahydropyrimidine-2,4-dione, making it a pivotal compound in both academic and industrial chemistry. As the chemistry community advances, this compound could play a vital role in shaping future innovations.

In the words of a renowned chemist, "Understanding the nuances of fluorinated compounds opens doors to new chemical landscapes that can lead to transformative technologies."

Synonyms

2145-56-4

5-(Trifluoromethyl)dihydropyrimidine-2,4(1H,3H)-dione

5,6-Dihydro-5-(trifluoromethyl)uracil

5-(trifluoromethyl)-1,3-diazinane-2,4-dione

5-trifluoromethyl-5,6-dihydrouracil

5-trifluoromethyldihydrouracil

SCHEMBL1270622

DTXSID70274473

STR10303

AKOS006275634

FS-1074

SB55632

CS-0360628

5-(trifluoromethyl)-hexahydro-pyrimidine-2,4-dione

F2147-4623

641-263-7