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Bis(4-fluorophenyl)iodonium chloride

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Identification
Molecular formula
C12H8ClF2I
CAS number
84676-13-5
IUPAC name
bis(4-fluorophenyl)iodonium;chloride
State
State

At room temperature, Bis(4-fluorophenyl)iodonium chloride is a solid. It is stable under ordinary conditions of use and storage.

Melting point (Celsius)
199.00
Melting point (Kelvin)
472.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
373.47g/mol
Molar mass
373.4700g/mol
Density
1.5800g/cm3
Appearence

Bis(4-fluorophenyl)iodonium chloride typically appears as a white to off-white powder or crystalline solid. The compound may have a slight odor but is generally considered odorless. It is often used in synthetic chemistry as a reagent.

Comment on solubility

Solubility of bis(4-fluorophenyl)iodonium chloride

The solubility of bis(4-fluorophenyl)iodonium chloride is an interesting subject due to its unique chemical structure and properties. This compound tends to exhibit solubility behaviors that are influenced by various factors, making it important to understand its interactions in different environments.

Factors Influencing Solubility

  • Polarity: The presence of the iodonium group can enhance the ionic character of the compound, potentially improving its solubility in polar solvents.
  • Solvent Type: Bis(4-fluorophenyl)iodonium chloride is generally more soluble in organic solvents such as acetonitrile and dimethyl sulfoxide (DMSO), compared to water.
  • Temperature: Increased temperature often leads to higher solubility rates as molecular motion increases.

However, it is crucial to note that the solubility of this compound in water is typically limited. This can be attributed to:

  • The hydrophobic nature of the fluorophenyl groups.
  • The inability of water to effectively stabilize the ionic components of the compound.

In light of these factors, it can be concluded that while bis(4-fluorophenyl)iodonium chloride shows potential for solubility in non-aqueous environments, its aqueous solubility remains challenging. Understanding these solubility properties is essential for practical applications and synthesis processes involving this compound.

Interesting facts

Interesting Facts About Bis(4-Fluorophenyl)iodonium Chloride

Bis(4-fluorophenyl)iodonium chloride is a fascinating compound that belongs to the class of iodonium salts, which are widely studied for their applications in organic synthesis and photochemical processes. Here are some intriguing aspects of this compound:

  • Highly Reactive: Iodonium salts, including bis(4-fluorophenyl)iodonium chloride, are known for their ability to act as powerful electrophiles. This makes them valuable in generating cationic intermediates during chemical reactions.
  • Applications in Organic Synthesis: This compound is often utilized as a reagent in various organic synthesis reactions such as aryl-aryl coupling and the formation of carbon-carbon bonds, which are fundamental in creating complex organic molecules.
  • Role in Photochemistry: Due to its unique structure, bis(4-fluorophenyl)iodonium chloride can undergo photochemical reactions when exposed to light, leading to breakthroughs in polymerization processes and material science.
  • Fluorinated Aromatics: The presence of fluorine atoms enhances the compound's reactivity and stability, making fluorinated compounds essential in many fields, including pharmaceuticals and agrochemicals.
  • Research Interest: Scientists are keenly interested in understanding the mechanistic pathways involving iodonium species. The ability to manipulate their reactivity can lead to the development of new synthetic methods and materials.

In summary, bis(4-fluorophenyl)iodonium chloride exemplifies the beauty of chemical reactivity and its significance in advancing synthetic chemistry. As researchers continue to explore its properties and mechanisms, this compound may pave the way for innovative solutions in a variety of scientific disciplines.

Synonyms
1828-09-7
4,4'-Difluorodiphenyliodonium chloride
Bis(4-fluorophenyl)iodonium chloride
bis(4-fluorophenyl)iodanium;chloride
4,4/'-DIFLUORODIPHENYLIODONIUM CHLORIDE
Bis(p-fluorophenyl)iodonium chloride
EINECS 217-376-9
Iodonium, bis(4-fluorophenyl)-, chloride
AI3-17463
IODONIUM, BIS(p-FLUOROPHENYL)-, CHLORIDE
bis(4-fluorophenyl)iodanium chloride
bis-(4-Fluorophenyl)iodonium chloride
SCHEMBL10849751
DTXSID70939631
FD67008
DB-044473
NS00045707