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Iodo(p-tolyl)mercury

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Identification
Molecular formula
C7H7HgI
CAS number
21461-38-5
IUPAC name
iodo(p-tolyl)mercury
State
State
At room temperature, iodo(p-tolyl)mercury is a solid. It is typically handled as a powder or crystalline solid under normal laboratory conditions.
Melting point (Celsius)
118.00
Melting point (Kelvin)
391.00
Boiling point (Celsius)
245.00
Boiling point (Kelvin)
518.00
General information
Molecular weight
444.54g/mol
Molar mass
444.7430g/mol
Density
2.8200g/cm3
Appearence

Iodo(p-tolyl)mercury appears as a crystalline solid that is typically yellow to yellow-brown in color. It is often described as having a distinct crystalline structure which can be observed under appropriate conditions. Like many organomercury compounds, it may have a crystalline or powdery appearance based on the specific conditions of synthesis and storage.

Comment on solubility

Solubility of Iodo(p-tolyl)mercury

Iodo(p-tolyl)mercury, with the formula Hg(p-C6H4CH3)I, presents unique solubility characteristics that are noteworthy for chemists and researchers alike. Understanding its solubility is crucial for applications in synthesis and reactions involving this compound.


Solubility Insights:

  • Polar Solvents: Iodo(p-tolyl)mercury exhibits limited solubility in water due to its highly polar mercury-iodine bonds, which restricts interaction with water molecules.
  • Aromatic Solvents: The presence of the p-tolyl group enhances its solubility in non-polar to weakly polar organic solvents such as toluene, ether, and chloroform, making these solvents preferable for dissolution.
  • Temperature Effects: Increasing temperature may enhance solubility in organic solvents, a common observation in the behavior of many organic compounds.
  • Concentration Considerations: At higher concentrations, precipitate formation may occur, indicating solubility limits are reached in specific solvents.

In conclusion, the solubility of Iodo(p-tolyl)mercury is characterized by its preference for non-polar organic solvents while showing minimal solubility in water. These properties should be considered in reactions and applications involving this fascinating compound.

Interesting facts

Interesting Facts about Iodo(p-Tolyl)Mercury

Iodo(p-tolyl)mercury is an intriguing organomercury compound that demonstrates significant interests in both industrial and research applications. Here are some noteworthy aspects of this compound:

  • Organomercury Chemistry: Organomercury compounds, such as iodo(p-tolyl)mercury, play a vital role in organic synthesis, serving as intermediates in various chemical reactions. Their unique mercury-haloid bond can facilitate the formation of new carbon-carbon bonds.
  • Biological Activity: Certain mercury compounds, including iodo(p-tolyl)mercury, have shown notable biological activities. These compounds can be explored for their potential in areas like medicinal chemistry, although safety and environmental concerns about mercury are always paramount.
  • Environmental Concerns: Mercury compounds are subject to strict regulations due to their toxicity and potential to accumulate in living organisms. Research continues to evolve concerning the safety protocols necessary for handling compounds like iodo(p-tolyl)mercury in the lab.
  • Applications in Organic Synthesis: This compound can be employed as a reagent in various organic synthesis reactions, helping to attach the p-tolyl group to target molecules, which can lead to the development of new pharmaceuticals.
  • Historical Context: The study of organomercury compounds began in the early 20th century and peaked in interest due to their effectiveness as catalysts and synthetic intermediates. Iodo(p-tolyl)mercury reflects a continuing legacy in the field of synthetic organic chemistry.

As a chemistry student exploring the nuances of organomercury compounds, it’s fascinating to uncover how such compounds can bridge the gap between the elemental and organic worlds. However, considering their potential hazards, it’s crucial to approach these compounds with respect and an understanding of their environmental impact.


Synonyms
p-Tolylmercury iodide
26037-72-9
Mercury, iodo(4-methylphenyl)-
X9ZEW1IEO0
DTXSID70180681
NSC-203202
RefChem:1094245
DTXCID10103172
Iodo(p-tolyl)mercury
MERCURY, IODO-p-TOLYL-
iodo-(4-methylphenyl)mercury
NSC 203202
NSC203202
Mercury, iodo(4-methylphenyl)- (9CI)
UNII-X9ZEW1IEO0
WLN: I-HG-R D1