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Bis(p-tolyliodonium) bromide

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Identification
Molecular formula
C14H14BrI2
CAS number
63968-79-4
IUPAC name
bis-p-tolyliodonium;bromide
State
State

At room temperature, bis(p-tolyliodonium) bromide is a solid. It has a crystalline nature and is typically found in powdered or crystal form.

Melting point (Celsius)
162.00
Melting point (Kelvin)
435.15
Boiling point (Celsius)
200.00
Boiling point (Kelvin)
473.00
General information
Molecular weight
495.06g/mol
Molar mass
495.0580g/mol
Density
1.7400g/cm3
Appearence

Bis(p-tolyliodonium) bromide typically appears as a solid with a crystalline structure. It may appear as colorless or faintly colored crystals, depending on purity and specific conditions under which it is stored and observed. The compound is sensitive to heat and light.

Comment on solubility

Solubility of Bis-p-tolyliodonium Bromide

Bis-p-tolyliodonium bromide, often represented as [(C7H7)2I]+Br-, exhibits unique solubility characteristics that are crucial for its applications in various fields, especially in organic synthesis. Understanding its solubility can provide insights into its reactivity and stability in different environments.

Solubility Attributes:

  • Solvents: This compound is typically more soluble in organic solvents such as dichloromethane and acetone.
  • Polarity: Being a quaternary ammonium salt, bis-p-tolyliodonium bromide has polar characteristics yet also has large non-polar tolyl groups, which can influence its solubility behavior.
  • Temperature Dependence: Solubility can vary with temperature; generally, solubility increases with an increase in temperature.
  • Hydrophilicity vs. Hydrophobicity: The presence of the bromide ion makes it somewhat more hydrophilic, allowing for solubility in certain polar media.

In summary, the solubility of bis-p-tolyliodonium bromide is influenced by several factors, including the choice of solvent, temperature conditions, and the intrinsic properties of the compound itself. As stated, “like dissolves like” — an important maxim that underscores the relevance of matching solvent polarity with solute characteristics for optimal solubility.

Interesting facts

Interesting Facts About Bis-p-tolyliodonium Bromide

Bis-p-tolyliodonium bromide is a fascinating compound that is notable for its versatility in the fields of organic chemistry and materials science. Here are some intriguing aspects of this compound:

  • Two-Part Structure: The compound consists of two p-tolyl groups bonded to a central iodine atom, showcasing the unique properties of aryl groups in stabilizing the iodonium ion.
  • Useful in Photoinitiators: This compound is often used as a photoinitiator in polymer chemistry, aiding in the curing process of various materials under UV light.
  • Highly Reactive: Bis-p-tolyliodonium bromide acts as a powerful electrophile, which can engage in a range of reactions, making it a valuable reagent in synthetic chemistry.
  • Applications in Electronics: Owing to its ability to form stable ionic structures, this compound is explored in the fabrication of organic electronic materials.
  • Research Opportunities: The distinct behavior of bis-p-tolyliodonium bromide in different solvents opens a door to numerous studies regarding solvent effects on reactivity and selectivity.

Research on this compound has led scientists to investigate how modifications to the aromatic groups can influence the overall properties. According to noteworthy material scientists, "The versatility of iodonium salts is unmatched, paving the way for innovative applications, especially in the realm of sustainable material development." 
This makes bis-p-tolyliodonium bromide an exciting compound not just for practicing chemists, but also for those venturing into the realms of advanced materials and polymer sciences!

Synonyms
4,4'-Dimethyldiphenyliodonium
IODONIUM, DI-p-TOLYL-, BROMIDE
6293-68-1
toliodium bromide
Di-p-tolyliodinium bromide
bis(4-methylphenyl)iodanium;bromide
G3ZC1UE6T2
NSC-8985
NSC 8985
UNII-G3ZC1UE6T2
Iodonium, bis(4-methylphenyl)-, bromide
1087405-80-8
bis(4-methylphenyl)iodanium bromide
Bis(4-methylphenyl)iodonium bromide
SCHEMBL5408779
DI-P-TOLYLIODONIUM BROMIDE
DTXSID70978747
DI-4-TOLYLIODONIUM BROMIDE
Q27278703
IODONIUM, BIS(4-METHYLPHENYL)-, BROMIDE (1:1)