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Iodobenzene

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Identification
Molecular formula
C6H5I
CAS number
591-50-4
IUPAC name
iodomethylbenzene
State
State

Iodobenzene is a liquid at room temperature.

Melting point (Celsius)
-31.00
Melting point (Kelvin)
242.15
Boiling point (Celsius)
188.00
Boiling point (Kelvin)
461.15
General information
Molecular weight
204.00g/mol
Molar mass
202.0060g/mol
Density
1.8239g/cm3
Appearence

Iodobenzene is a colorless to pale yellow liquid. It can darken upon exposure to light and is generally clear, resembling other aromatic hydrocarbons in its liquid form. Due to light sensitivity, it may be stored in amber or coated containers to help preserve its color and integrity.

Comment on solubility

Solubility of Iodomethylbenzene

Iodomethylbenzene, also known as p-iodotoluene (C8H9I), exhibits distinct solubility characteristics that are indicative of its chemical structure. Understanding its solubility is essential in various applications, from organic synthesis to material science.

Key points to consider regarding the solubility of iodomethylbenzene include:

  • Solvent Compatibility: Iodomethylbenzene is generally soluble in non-polar solvents such as hexane and benzene, owing to its hydrophobic benzene ring. However, it shows poor solubility in polar solvents like water due to the lack of hydrogen bonding capabilities.
  • Temperature Effects: The solubility can also be influenced by temperature. As the temperature rises, the solubility in organic solvents typically increases, facilitating the dissolution process.
  • Structural Influences: The presence of the iodine atom enhances the compound's dipole moment, potentially affecting its interaction with solvents. The larger the solvent, the more likely it is to accommodate the iodomethylbenzene into solution.

In summary, while iodomethylbenzene is soluble in many organic solvents, its solubility in water is negligible. This provides significant implications for its usage in organic reactions where the choice of solvent can influence the reaction pathway and product yield.

Interesting facts

Interesting Facts About Iodomethylbenzene

Iodomethylbenzene, also known as 1-iodomethylbenzene or benzyliodide, is an intriguing aromatic compound that has garnered attention in various fields of chemistry and related applications. Here are some fascinating aspects of this compound:

  • Structure and Composition: Iodomethylbenzene consists of a benzene ring with an iodomethyl group attached. This structure plays a critical role in its reactivity and interactions.
  • Reactivity: The iodomethyl group is known to be a good leaving group, making iodomethylbenzene useful in nucleophilic substitution reactions. It can easily participate in reactions with nucleophiles, leading to the formation of various organic products.
  • Applications in Synthesis: This compound is often utilized in organic synthesis as a versatile building block. It can be used to introduce the benzylic halide functionality into molecules, facilitating the synthesis of more complex compounds.
  • Material Science: Iodomethylbenzene has implications in material science, especially in the development of polymers and organic materials that require specific chemical functionalities.
  • Biological Research: Due to its unique properties, iodomethylbenzene has potential applications in biological research, including the study of biochemical pathways and the discovery of new pharmaceuticals.

"Chemistry often reveals the unexpected – how a simple aromatic compound can lead to intricate synthetic pathways and biological discoveries."

Overall, iodomethylbenzene represents an important compound in the toolkit of chemists, showcasing the interplay between structure, reactivity, and application in both synthetic and biological contexts.

Synonyms
(Iodomethyl)benzene
BENZYL IODIDE
iodomethylbenzene
Benzene, (iodomethyl)-
alpha-Iodotoluene
Fraissite
EINECS 210-623-1
UN2653
.alpha.-Iodotoluene
859JV557EV
DTXSID6060715
UN 2653
alphaIodotoluene
benzene, (iodomethyl)
DTXCID1043201
inchi=1/c7h7i/c8-6-7-4-2-1-3-5-7/h1-5h,6h
xjtqjerlrpwugl-uhfffaoysa-n
620-05-3
Iodophenylmethane
Benzyliodide
Toluene, .alpha.-iodo-
a-Iodotoluene
MFCD00013717
SCHEMBL35459
UNII-859JV557EV
ghl.PD_Mitscher_leg0.1133
AKOS014117789
Benzyl iodide [UN2653] [Poison]
AB88243
CS-W005987
DS-14470
SY114355
DB-007281
NS00042675
Q425422