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Diphenyliodonium

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Identification
Molecular formula
C12H10I
CAS number
22936-54-5
IUPAC name
diphenyliodonium
State
State

At room temperature, diphenyliodonium is typically in a solid state. It is often used as a salt due to its stability in solid form.

Melting point (Celsius)
185.00
Melting point (Kelvin)
458.15
Boiling point (Celsius)
200.00
Boiling point (Kelvin)
473.15
General information
Molecular weight
328.10g/mol
Molar mass
328.0950g/mol
Density
1.6540g/cm3
Appearence

Diphenyliodonium is typically found as a colorless solid, although it can appear in different hues depending on impurities or specific formulations.

Comment on solubility

Solubility of Diphenyliodonium

Diphenyliodonium (C12H10I) is an intriguing compound with notable solubility characteristics. Understanding its solubility can help predict its behavior in various chemical environments. Here are some key points regarding its solubility:

  • Polar and Non-Polar Solvents: Diphenyliodonium shows varying solubility in different solvents, making it important to consider the solvent's polarity when conducting experiments.
  • Solubility in Organic Solvents: It is generally soluble in many organic solvents such as acetone, ethanol, and dimethyl sulfoxide (DMSO).
  • Water Solubility: Its solubility in water is quite limited, which can affect its reactivity and application in aqueous systems.
  • Temperature Influence: Like many compounds, the solubility of diphenyliodonium can be influenced by temperature, with increased temperatures often enhancing solubility in organic solvents.

In summary, when working with diphenyliodonium, it is essential to consider the choice of solvent and the specific conditions of the experiment. As the saying goes, “the dissolution's not just about the substance but the environment too!"

Interesting facts

Interesting Facts about Diphenyliodonium

Diphenyliodonium, often abbreviated as DPhI, is an intriguing compound that falls under the category of iodonium salts. It is widely recognized for its distinctive electrochemical properties and versatile applications in various fields.

Key Characteristics

  • Oxidizing Agent: Diphenyliodonium serves as a powerful oxidizing agent, which makes it valuable in numerous synthetic organic reactions.
  • Photoinitiators: One of the most notable applications of DPhI is as a photoinitiator in the field of polymer chemistry. It is frequently used in UV-curable coatings, adhesives, and inks.
  • Radical Generation: Diphenyliodonium can generate reactive radicals upon exposure to light, paving the way for innovative polymerization processes.

Unique Properties

The compound exhibits remarkable stability and reactivity, making it a favorite among chemists. Its structure consists of a central iodine atom bonded to two phenyl groups, which significantly influence its chemical behavior. This unique arrangement allows for various intriguing interactions in both organic and inorganic chemistry.

Research and Applications

Recent studies have shown the potential of diphenyliodonium in areas such as:

  • Drug Delivery Systems: Researchers are exploring its use in the development of advanced drug delivery mechanisms due to its capability to facilitate the controlled release of therapeutic agents.
  • Biological Labeling: The compound has been employed in biological labeling applications, especially in fluorescence microscopy, where its properties can enhance imaging techniques.

In conclusion, diphenyliodonium is more than just a simple iodonium salt; it represents a fusion of stability, reactivity, and versatility. Its applications in photochemistry and beyond make it a compound of great interest in modern chemistry.

Synonyms
Diphenyliodonium
diphenyliodanium
10182-84-0
Iodonium, diphenyl-
Iodonium biphenyl
Iodoniumdiphenyl
CHEMBL481680
NCIOpen2_009656
di(phenyl)iodanium chloride
SCHEMBL36560
CHEMBL1186881
OZLBDYMWFAHSOQ-UHFFFAOYSA-
DTXSID60144196
BDBM50256529
STK325714
AKOS005430407
D90020
InChI=1/C12H10I/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10H/q+1