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N-(2,4-dinitrophenyl)-2-iodoacetamide

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Identification
Molecular formula
C8H6IN3O4
CAS number
27404-87-3
IUPAC name
N-(2,4-dinitrophenyl)-2-iodo-acetamide
State
State

At room temperature, N-(2,4-dinitrophenyl)-2-iodoacetamide is in a solid state.

Melting point (Celsius)
187.00
Melting point (Kelvin)
460.15
Boiling point (Celsius)
302.00
Boiling point (Kelvin)
575.15
General information
Molecular weight
366.06g/mol
Molar mass
366.0600g/mol
Density
2.1400g/cm3
Appearence

N-(2,4-Dinitrophenyl)-2-iodoacetamide appears as a crystalline solid that can range in color from pale yellow to orange. The intensity of the color is attributed to the presence of the nitro groups in the phenyl ring, which are known to impart a yellow hue. Its form is typically a powder or solid block, depending on its preparation and handling.

Comment on solubility

Solubility of N-(2,4-dinitrophenyl)-2-iodo-acetamide

N-(2,4-dinitrophenyl)-2-iodo-acetamide is a compound with interesting solubility characteristics that may reflect its complex structure and functional groups. Below are some key points regarding its solubility:

  • Polarity: The presence of both the dinitrophenyl and iodo groups contributes to the polarity of the molecule, which can play a significant role in its solubility in various solvents.
  • Solvent Compatibility: This compound is typically soluble in polar organic solvents such as DMSO (dimethyl sulfoxide) and methanol, while exhibiting limited solubility in nonpolar solvents like hexane.
  • pH Sensitivity: The solubility may also be influenced by pH, with acidic or basic conditions enhancing the ionization of certain functional groups, thereby increasing solubility in aqueous solutions.
  • Crystalline Form: The crystalline nature of this compound can lead to variable solubility; larger crystals might show lower solubility rates than finely powdered forms.

To summarize, the solubility of N-(2,4-dinitrophenyl)-2-iodo-acetamide can be characterized as moderately soluble in polar solvents, with careful consideration of its interaction with different chemical environments. Understanding these characteristics is essential for applications in chemical synthesis and pharmaceutical formulations.

Interesting facts

Interesting Facts about N-(2,4-Dinitrophenyl)-2-iodo-acetamide

N-(2,4-Dinitrophenyl)-2-iodo-acetamide, often referred to in the context of organic and pharmaceutical chemistry, is a unique compound that showcases the fascinating interplay between functional groups and chemical properties. Here are some interesting insights about this compound:

  • Applications in Research: This compound is significant in the field of chemical synthesis and biological studies. Its use as a reagent allows for the exploration of reaction mechanisms and the formation of heterocycles.
  • Functional Groups: The presence of the dinitrophenyl and iodo groups enhances the compound's reactivity, making it useful in nucleophilic substitution reactions.
  • Toxicological Studies: Due to the presence of nitro groups, it is important to consider the toxicity of such compounds. The nitro functionality can often lead to the generation of reactive intermediates, making this compound a point of interest for toxicological research.
  • Synthesis Pathways: N-(2,4-Dinitrophenyl)-2-iodo-acetamide can be synthesized through various methods, often involving the iodination of acetamide derivatives. This pathway can serve as a valuable exercise for students learning about organic synthesis techniques.
  • Use in Identification: It has utility in qualitative analysis for the identification of amines, allowing chemists to test for the presence of specific functional groups in unknown samples.

As with many compounds in organic chemistry, understanding N-(2,4-dinitrophenyl)-2-iodo-acetamide requires an appreciation for its chemical structure and the behavior of each functional group. Chemists often say, "It’s not just the molecule; it’s the story behind it." By studying this compound, we gain insights not only into its properties but also into the broader fields of chemistry and biochemistry.

Synonyms
2',4'-Dinitro-2-iodoacetanilide
23605-48-3
BRN 2150939
ACETANILIDE, 2',4'-DINITRO-2-IODO-
DTXSID70178260
RefChem:315665
DTXCID00100751