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5-(Trifluoromethyl)-3H-1,3-benzoxazol-2-one

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Identification
Molecular formula
C8H4F3NO2
CAS number
1622-63-3
IUPAC name
5-(trifluoromethyl)-3H-1,3-benzoxazol-2-one
State
State

5-(Trifluoromethyl)-3H-1,3-benzoxazol-2-one is a solid at room temperature.

Melting point (Celsius)
112.00
Melting point (Kelvin)
385.15
Boiling point (Celsius)
304.00
Boiling point (Kelvin)
577.15
General information
Molecular weight
217.12g/mol
Molar mass
217.1170g/mol
Density
1.5360g/cm3
Appearence

5-(Trifluoromethyl)-3H-1,3-benzoxazol-2-one appears as a white crystalline solid. This compound is typically powdery and has no characteristic odor.

Comment on solubility

Solubility of 5-(trifluoromethyl)-3H-1,3-benzoxazol-2-one

The solubility of 5-(trifluoromethyl)-3H-1,3-benzoxazol-2-one can be characterized as follows:

  • Polarity: The presence of the trifluoromethyl group significantly influences the compound's polarity, often leading to varied solubility in different solvents.
  • Solvent Compatibility: This compound is likely to demonstrate:
    • Higher solubility in organic solvents such as DMSO or acetone due to its aromatic nature.
    • Lower solubility in polar solvents, like water, because of the hydrophobic characteristics imparted by the trifluoromethyl group.
  • Temperature Effects: As with many organic compounds, the solubility may increase with an increase in temperature, making it easier to dissolve in hot solvents.
  • Dynamic Solubility: It is important to note that solubility can change based on various factors, such as:
    • pH of the solution
    • Presence of other solutes
    • Temperature fluctuations

In summary, understanding the solubility of 5-(trifluoromethyl)-3H-1,3-benzoxazol-2-one requires a consideration of its chemical structure, solvent types, and environmental conditions, which all play a crucial role in its behavior in solution.

Interesting facts

Interesting Facts about 5-(Trifluoromethyl)-3H-1,3-benzoxazol-2-one

5-(Trifluoromethyl)-3H-1,3-benzoxazol-2-one, often referred to as a benzoxazole derivative, is a fascinating chemical compound with numerous applications in research and industry. Here are some interesting aspects:

  • Unique Structure: The incorporation of the trifluoromethyl group (–CF3) enhances the lipophilicity and metabolic stability of the compound, making it valuable in medicinal chemistry.
  • Fluorinated Compound: Fluorinated compounds like this one are known for their unique reactivity and solubility properties, making them useful in various chemical reactions.
  • Biological Activity: Benzoxazole derivatives are noted for their pharmacological properties, showing promise as antibacterial, antifungal, and antiviral agents, thereby being the focus of significant drug discovery research.
  • Electron-Deficient Character: The presence of the electron-withdrawing trifluoromethyl group contributes to the compound's ability to engage in electrophilic substitution reactions, a key reaction in organic synthesis.

As quoted by chemist Dr. Anna Low, "Understanding the structure-function relationship of fluorinated compounds opens new avenues for drug development." This highlights the ongoing interest in such compounds in the scientific community.

Beyond its chemical properties, this compound serves as an excellent example of how modifications in molecular structure—including simple substitutions—can lead to profound changes in reactivity and biological activity, making it a subject of ongoing interest in chemical research.

Synonyms
14733-68-7
BRN 1214407
2-BENZOXAZOLINONE, 5-(TRIFLUOROMETHYL)-
5-(Trifluoromethyl)-2-benzoxazolinone
DTXSID90163678
DTXCID2086169
5-(Trifluoromethyl)benzoxazol-2(3H)-one
5-(trifluoromethyl)benzo[d]oxazol-2(3H)-one
5-(trifluoromethyl)-3H-1,3-benzoxazol-2-one
MFCD01664311
5-(trifluoromethyl)-1,3-benzoxazol-2(3H)-one
SCHEMBL1331615
AC4342
AKOS017547852
BS-45491
SY130161
5-trifluoromethyl-1,3-benzoxazol-2(3H)-one
5-(Trifluoromethyl)benzo[d]oxazol-2(3H)-one, AldrichCPR