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Iodobenzene

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Identification
Molecular formula
C6H5I
CAS number
591-50-4
IUPAC name
iodobenzene
State
State
Iodobenzene is a liquid at room temperature.
Melting point (Celsius)
-30.00
Melting point (Kelvin)
243.15
Boiling point (Celsius)
188.00
Boiling point (Kelvin)
461.15
General information
Molecular weight
204.02g/mol
Molar mass
204.0230g/mol
Density
1.8230g/cm3
Appearence

Iodobenzene is a colorless to pale yellow liquid with a characteristic aromatic odor. It is transparent and clear, resembling other halogenated benzene derivatives in its oily appearance.

Comment on solubility

Solubility of Iodobenzene

Iodobenzene, represented by the chemical formula C6H5I, is a fascinating compound when it comes to its solubility characteristics. As a halogenated aromatic compound, it displays a unique set of solubility behaviors that are worth exploring.

Solubility Characteristics

In general, iodobenzene is:

  • Soluble in organic solvents: It dissolves readily in non-polar or slightly polar organic solvents such as ether, chloroform, and benzene.
  • Insoluble in water: Due to its non-polar character and significant molecular size, iodobenzene does not dissolve in water, making it hydrophobic in nature.

When discussing iodobenzene's solubility, the principle of "like dissolves like" plays a crucial role. The lack of polar groups in its structure means:

  • It interacts poorly with polar solvents like water.
  • It forms strong intermolecular forces with non-polar solvents, resulting in good solubility.

Furthermore, the presence of the iodine atom contributes both to its molecular weight and to its ability to engage in interactions with non-polar solvents, enhancing its overall solubility in organic media.

In summary, iodobenzene exhibits selective solubility characteristics that are governed by its non-polar nature and molecular structure, making it an interesting compound for organic synthesis and extraction processes.

Interesting facts

Interesting Facts about Iodobenzene

Iodobenzene, also known as phenyl iodide, is an intriguing aromatic compound with several fascinating attributes that merit exploration.

Key Characteristics

  • Electrophilic Aromatic Substitution: Iodobenzene acts as an excellent substrate in electrophilic aromatic substitution reactions, making it a valuable reagent in organic synthesis.
  • Unique Reactivity: The iodine atom, being a good leaving group, allows for a variety of reactions including nucleophilic substitution and coupling reactions with metals like palladium.
  • Applications in Organic Synthesis: Iodobenzene is widely utilized in the synthesis of various important compounds, including pharmaceuticals, agrochemicals, and dyes.
  • Visibility in the Lab: Its distinctive structure features a benzene ring bonded to an iodine atom, which can often be observed during experiments as it tends to form characteristic products during reactions.

Importance in Chemistry

The study and application of iodobenzene highlight several important aspects of modern organic chemistry:

  • Variety of Synthesis Techniques: It showcases different synthetic strategies, broadening the understanding of aromatic compounds.
  • Role as a Halogenated Aromatic Compound: Iodobenzene exemplifies how halogenation can vastly alter the reactivity and interaction of aromatic compounds with other chemical entities.
  • Environmental Considerations: As a halogenated compound, its environmental impact and the need for sustainable alternatives in chemical synthesis is a growing area of research.

In conclusion, iodobenzene is not only a fascinating compound for chemists but also a vital component in the broader spectrum of organic chemistry. Its unique properties and applications in synthesis continue to challenge and guide scientists in their endeavors to create new materials and understand chemical reactivity is worth noting. As the famous chemist Linus Pauling once said, “Chemistry is the science of substances, their properties, and the reactions that change them.” Iodobenzene beautifully encapsulates this definition through its diverse and significant roles in chemical research and industry.

Synonyms
IODOBENZENE
Benzene, iodo-
Phenyl iodide
Benzene iodide
Iodinebenzol
Iodo-benzene
Iodo benzene
benzene, iodo
UNII-9HK5L7YBBR
9HK5L7YBBR
NSC 9244
EINECS 209-719-6
AI3-16898
HSDB 7859
NSC-9244
IODOBENZENE [MI]
IODOBENZENE [HSDB]
DTXSID8060452
Benzeneiodide
DTXCID9042544
209-719-6
inchi=1/c6h5i/c7-6-4-2-1-3-5-6/h1-5
snhmuernljlmhn-uhfffaoysa-n
591-50-4
1-Iodobenzene
MFCD00001029
4-iodobenzene
Iodobenzene--d2
C6H5I
IODOPHENYL
PHENYLIODIDE
Iodobenzene, 98%
51209-48-4
iodiobenzene
iodobenezene
phenyl-iodide
3-iodobenzene
2-iodo-benzene
SCHEMBL1587
CHEMBL116296
NSC9244
BCP22486
HY-Y0747
STR02365
STL453620
AKOS000118942
CS-W008603
DB02252
FI38374
SB66617
Iodobenzene, puriss., >=99.0% (GC)
DB-029918
I0050
NS00034098
EN300-19360
D77691
Q420839
F1908-0074
Z104473624