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Tetrafluorobenzene

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Identification
Molecular formula
C6H2F4
CAS number
540-36-3
IUPAC name
1,2,3,4-tetrafluorobenzene;1,2,3,5-tetrafluorobenzene;1,2,4,5-tetrafluorobenzene
State
State

At room temperature, tetrafluorobenzene is in a liquid state. It is a stable compound under standard conditions of temperature and pressure.

Melting point (Celsius)
-4.00
Melting point (Kelvin)
269.15
Boiling point (Celsius)
104.00
Boiling point (Kelvin)
377.15
General information
Molecular weight
136.10g/mol
Molar mass
136.0960g/mol
Density
1.4234g/cm3
Appearence

Tetrafluorobenzene is a clear, colorless liquid. It often possesses a sharp aromatic odor, characteristic of benzene derivatives. It is typically handled in clear glass or plasticware to observe its transparent nature easily.

Comment on solubility

Solubility of Fluorinated Benzenes

Fluorinated aromatic compounds, such as 1,2,3,4-tetrafluorobenzene, 1,2,3,5-tetrafluorobenzene, and 1,2,4,5-tetrafluorobenzene, exhibit unique solubility characteristics owing to the presence of multiple fluorine substituents on the benzene ring. Here are some key points regarding their solubility:

  • Polarity Influence: The incorporation of fluorine atoms increases the polarity of these compounds compared to their non-fluorinated counterparts, leading to enhanced interactions with polar solvents.
  • Solvent Compatibility: These tetrafluorobenzenes show significant solubility in polar organic solvents such as acetone and dimethyl sulfoxide (DMSO). However, they may exhibit limited solubility in non-polar solvents due to their increased electronegativity.
  • Temperature Dependence: The solubility can vary significantly with temperature; generally, higher temperatures may increase dissolution rates in polar solvents.
  • Hydrophobic Effects: The strong carbon-fluorine bonds and the hydrophobic nature of the fluorinated compounds can lead to a disproportionately low solubility in water.

In summary, while the solubility behavior of fluoro-substituted benzene derivatives is complex, they are generally more soluble in polar solvents and less soluble in non-polar media. As one researcher aptly noted, "The multifunctional nature of these compounds provides intriguing pathways to explore both their solubility and reactivity in various environments."

Interesting facts

Exploring Tetrafluorobenzenes

Tetrafluorobenzenes are a fascinating group of compounds that exhibit unique chemical properties due to the presence of multiple fluorine atoms. Here are some interesting facts about each of the isomers:

1,2,3,4-Tetrafluorobenzene

  • Unique Structure: This isomer has a symmetrical arrangement of fluorine atoms that enhances its stability and reactivity.
  • Uses: It is often used as a solvent and reagent in organic synthesis, as well as in the production of pharmaceuticals.
  • Reactivity: The presence of four electronegative fluorine atoms contributes to the compound’s significant electrophilic properties.

1,2,3,5-Tetrafluorobenzene

  • Intriguing Isomer: This isomer differs in the arrangement of fluorine atoms compared to its counterparts, resulting in distinct chemical properties.
  • Applications: Similar to other tetrafluorobenzenes, it serves as a precursor in the synthesis of various fluorinated compounds.
  • Environmental Concerns: Despite its applications, attention must be given to the potential environmental impact due to its persistence.

1,2,4,5-Tetrafluorobenzene

  • Chemical Versatility: This isomer showcases versatility as it can form various derivatives that are valuable in organic chemistry.
  • Evolving Research: Ongoing research is exploring its potential applications in materials science, particularly in the development of new polymers.
  • Safety Measures: Handling requires caution due to its toxicity and potential to cause harm if ingested or inhaled.

Each of these tetrafluorobenzenes demonstrates how slight variations in molecular structure can lead to significant differences in properties and potential uses. As scientists continue to explore their unique capabilities, the range of applications for tetrafluorobenzenes is likely to expand, making this group of compounds a rich area for study and innovation.

Synonyms
SCHEMBL45431