Skip to main content

2,2-Dichloro-N-(4-iodophenyl)acetamide

ADVERTISEMENT
Identification
Molecular formula
C8H6Cl2INO
CAS number
63945-46-8
IUPAC name
2,2-dichloro-N-(4-iodophenyl)acetamide
State
State

At room temperature, 2,2-dichloro-N-(4-iodophenyl)acetamide is in a solid state, exhibiting properties typical of crystalline organic compounds. It is stable under standard temperature and pressure conditions.

Melting point (Celsius)
135.00
Melting point (Kelvin)
408.15
Boiling point (Celsius)
295.00
Boiling point (Kelvin)
568.15
General information
Molecular weight
298.94g/mol
Molar mass
298.9420g/mol
Density
1.8000g/cm3
Appearence

The compound appears as a white crystalline solid. Its texture and crystalline nature are typical for many types of organic halogenated compounds, making it relatively easy to identify by visual inspection.

Comment on solubility

Solubility of 2,2-dichloro-N-(4-iodophenyl)acetamide

The solubility of 2,2-dichloro-N-(4-iodophenyl)acetamide can be quite intriguing due to its unique molecular structure. Its solubility characteristics can be influenced by several factors, including:

  • Polarity: Compounds with polar functional groups tend to have higher solubility in polar solvents.
  • Molecular Weight: Generally, larger molecules may exhibit decreased solubility in some solvents.
  • Hydrogen Bonding: The presence of hydrogen bond donors or acceptors can significantly alter solubility in water.

In this case, the presence of chlorine and iodine substituents on the aromatic ring can affect the overall polarity and hydrogen bonding capacity of the compound. Notably:

  • Compounds containing chlorine are often soluble in organic solvents.
  • However, the bulky iodine atom may hinder solubility in certain polar solvents.

In general, one might observe that 2,2-dichloro-N-(4-iodophenyl)acetamide displays:

  • Better solubility in organic solvents such as DMSO or acetone.
  • Limited solubility in water, attributed to the steric effects of the iodine atom.

To summarize, while the compound has certain polar characteristics due to its acetamide group, the overall solubility profile is likely influenced by the non-polar characteristics imparted by the halogen substituents, leading to a balance in solubility that may be more favorable in organic media than in aqueous solutions.

Interesting facts

Interesting Facts about 2,2-Dichloro-N-(4-iodophenyl)acetamide

2,2-Dichloro-N-(4-iodophenyl)acetamide is a fascinating compound that has garnered attention in both pharmaceutical and agrochemical research due to its unique structure and properties. Here are some notable aspects:

  • Structure Significance: The presence of both chlorine and iodine atoms gives this compound its dichloro and iodo characteristics, which can influence its reactivity and interaction with biological systems.
  • Pharmaceutical Applications: Compounds like this one are often investigated for their potential use as antimicrobial agents. The halogen substitutions are known to enhance biological activity, which can lead to the development of new therapeutic agents.
  • Agrochemical Use: The structure of this compound suggests possible applications in agriculture, especially as a pesticide or herbicide. The halogenated phenyl ring can provide enhanced stability and activity against target pests.
  • Mechanism of Action: Understanding how this compound interacts at the molecular level is crucial. Researchers are exploring its mechanism of action, which could involve enzyme inhibition or interference with cellular processes.
  • Environmental Considerations: As with many halogenated compounds, there is growing concern regarding their environmental impact. Studies are being conducted to assess the compound's degradation pathways and potential ecological effects.

As you delve deeper into the realm of organic chemistry, compounds like 2,2-dichloro-N-(4-iodophenyl)acetamide exemplify the intersection of chemistry and biology, and highlight the importance of molecular design in creating effective and sustainable solutions in various fields.

Synonyms
14676-40-5
ACETANILIDE, 2,2-DICHLORO-4'-IODO-
BRN 2938646
4'-Iodo-2,2-dichloroacetanilide
DTXSID30163470
DTXCID4085961
2,2-dichloro-N-(4-iodophenyl)acetamide
2,2-Dichloro-4/'-iodoacetanilide
CHEMBL1241000
SCHEMBL27783023
AKOS003855933
ST51033354
6380-27-4