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Dichloroacetophenone

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Identification
Molecular formula
C15H11Cl2NO3
CAS number
647-07-2
IUPAC name
2-[4-(2,2-dichloroacetyl)anilino]-2-hydroxy-1-phenyl-ethanone
State
State

At room temperature, dichloroacetophenone is typically found in a solid state.

Melting point (Celsius)
75.00
Melting point (Kelvin)
348.15
Boiling point (Celsius)
373.00
Boiling point (Kelvin)
646.15
General information
Molecular weight
265.15g/mol
Molar mass
265.1320g/mol
Density
1.4400g/cm3
Appearence

Dichloroacetophenone is typically a white to off-white crystalline solid. The specifics of its appearance can help in identifying the compound in a mixture.

Comment on solubility

Solubility Overview

The compound 2-[4-(2,2-dichloroacetyl)anilino]-2-hydroxy-1-phenyl-ethanone exhibits intriguing solubility characteristics, largely influenced by its molecular structure and the presence of various functional groups.

Key Factors Influencing Solubility:

  • Polarity: With multiple functional groups, including a hydroxyl group, the compound may demonstrate increased polarity, potentially enhancing solubility in polar solvents such as water.
  • Hydrogen Bonding: The hydroxyl group can engage in hydrogen bonding, which may further improve solubility in water and alcohols.
  • Steric Hindrance: The bulky 2,2-dichloroacetyl substituent might impose steric hindrances, affecting how well the compound can interact with solvent molecules.

Despite these aspects, the solubility of this compound may not be straightforward. It may be slightly soluble in organic solvents due to its aromatic rings but less soluble in water. To understand its behavior better, it can be essential to:

  1. Conduct solubility tests in various solvents.
  2. Examine the compound's pH sensitivity, as acidity or basicity could influence its solubility properties.
  3. Note the temperature effects, as solubility can vary with changes in temperature.

In conclusion, while there are indications of potential solubility in both polar and non-polar solvents, further experimentation is vital to ascertain the precise solubility profile of this compound.

Interesting facts

Interesting Facts about 2-[4-(2,2-Dichloroacetyl)anilino]-2-hydroxy-1-phenyl-ethanone

This compound, known for its intricate structure, is a fascinating example of how chemical modifications can lead to unique properties and potential applications. Here are some intriguing points about this compound:

  • Structural Complexity: The compound features multiple functional groups, including an aniline structure and a hydroxy group, which contribute to its reactivity and potential interactions in chemical processes.
  • Application in Pharmaceuticals: The presence of the 2,2-dichloroacetyl group positions this compound as a candidate in medicinal chemistry, particularly in the design of anti-cancer therapies. Its chlorinated acyl moiety can enhance biological activity.
  • Interesting Reactivity: The hydroxy group can serve as a reactive site for further chemical transformations, opening up avenues for synthetic manipulation. This characteristic is particularly valuable in drug synthesis and development.
  • Potential Environmental Impact: Chlorinated compounds, like those found in this structure, can have significant environmental implications. Understanding their behavior and breakdown in biological systems is crucial for assessing their safety.
  • Stability and Storage: The stability of this compound is related to the presence of the chlorinated acyl group which helps in maintaining its structure under various conditions, making it easier to handle in laboratory settings.

The exploration of 2-[4-(2,2-Dichloroacetyl)anilino]-2-hydroxy-1-phenyl-ethanone not only sheds light on its chemical properties but also invites a broader discussion on the implications of chlorinated compounds in both medicinal chemistry and environmental science. As scientists continue to explore such compounds, they uncover new methods for enhancing efficacy and sustainability in drug design.

Synonyms
BRN 2763515
2-((4-(Dichloroacetyl)phenyl)amino)-2-hydroxy-1-phenylethanone
27695-57-4
Ketone, 2-((4-(dichloroacetyl)phenyl)amino)-2-hydroxy-1-phenyl-
ETHANONE, 2-((4-(DICHLOROACETYL)PHENYL)AMINO)-2-HYDROXY-1-PHENYL-
RefChem:341338
DTXSID70950361
2,2-Dichloro-1-{4-[(1-hydroxy-2-oxo-2-phenylethyl)amino]phenyl}ethan-1-one