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(4-Nitrophenyl)phenyliodonium bromide

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Identification
Molecular formula
C12H9BrINO2
CAS number
119066-36-3
IUPAC name
(4-nitrophenyl)-phenyl-iodonium;bromide
State
State

At room temperature, (4-nitrophenyl)-phenyl-iodonium;bromide exists in a solid state, specifically as a crystalline substance with a characteristic color due to its aromatic nitro group.

Melting point (Celsius)
162.50
Melting point (Kelvin)
435.65
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.15
General information
Molecular weight
443.09g/mol
Molar mass
443.0930g/mol
Density
2.2934g/cm3
Appearence

(4-Nitrophenyl)phenyliodonium bromide typically appears as a yellow to orange crystalline powder. It has the characteristic appearance of many aromatic compounds with nitrogen-oxygen functional groups, which tend to have vibrant colors.

Comment on solubility

Solubility of (4-nitrophenyl)-phenyl-iodonium bromide

(4-nitrophenyl)-phenyl-iodonium bromide exhibits notable characteristics regarding its solubility in various solvents. Understanding the solubility profile is essential for its applications in chemical reactions and material synthesis.

General Solubility Characteristics

  • Solubility in polar solvents: This compound shows moderate solubility in polar solvents such as methanol and dimethyl sulfoxide (DMSO) due to its ionic nature.
  • Solubility in nonpolar solvents: It is generally less soluble in nonpolar solvents like hexane, reflecting the influence of ionic interactions.
  • Influence of temperature: Increasing the temperature can enhance solubility, which is a common trait among many ionic compounds.

Moreover, the presence of the iodonium group in its structure contributes significantly to its solubility properties. As noted, "The ionic nature contributes to higher solubility in polar media." The interactions between the compound and solvent molecules play a crucial role in determining its behavior in various conditions.

In summary, (4-nitrophenyl)-phenyl-iodonium bromide is primarily soluble in polar solvents but exhibits limited solubility in nonpolar environments. Understanding these solubility dynamics is crucial for its effective application in chemical processes.

Interesting facts

Exploring (4-nitrophenyl)-phenyl-iodonium Bromide

(4-nitrophenyl)-phenyl-iodonium bromide is a fascinating compound that has garnered attention for its unique properties and applications in the field of chemistry. Here are some interesting facts about this compound:

  • Structure and Composition: This compound features an iodonium central atom, which is known for its ability to stabilize a positive charge due to the presence of highly electronegative groups attached to it. The presence of a nitro group (-NO2) enhances its reactivity and applications.
  • Photochemical Applications: Iodonium salts, including this compound, are used as photoinitiators in polymerization processes. They absorb light and subsequently generate free radicals, which induce the polymerization of monomers, making them pivotal in materials science.
  • Intermediates in Organic Synthesis: (4-nitrophenyl)-phenyl-iodonium bromide acts as a valuable intermediate in organic synthesis. It enables the selective introduction of phenyl groups into various substrates, expanding the toolbox for chemists in creating complex organic molecules.
  • Research and Development: This compound is under investigation for potential pharmaceutical applications due to its intriguing reactivity. Chemists are exploring its role in the synthesis of more complex drug molecules that could lead to advancements in medicinal chemistry.
  • Environmental Considerations: As with many iodonium compounds, the safety and environmental impact of their use are subject to scrutiny. Research into greener alternatives and the minimization of hazardous by-products is an ongoing area of study within the field.

With its remarkable properties and versatile applications, (4-nitrophenyl)-phenyl-iodonium bromide continues to be a compound of interest, inspiring both seasoned chemists and newcomers to the field alike. Its role in advancing chemical methodologies cannot be overstated.

Synonyms
(p-Nitrophenyl)phenyliodonium bromide
2-Nitrophenylphenyliodonium
4072-48-4
NSC 86354
Iodonium, (4-nitrophenyl)phenyl-, bromide
IODONIUM, (p-NITROPHENYL)PHENYL-, BROMIDE
O-nitrophenylphenyliodonium fluoride
Iodonium, (4-nitrophenyl)phenyl-, bromide (9CI)
NSC86354
CHEMBL1980597
DTXSID80961145
NSC-86354
(4-Nitrophenyl)(phenyl)iodanium bromide
WLN: WNR D-I-R &E &7/12