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Chloracetanilide

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Identification
Molecular formula
C8H8ClNO
CAS number
539-03-7
IUPAC name
N-chloro-N-phenyl-acetamide
State
State

At room temperature, chloracetanilide is a solid. It retains its solid form under standard laboratory conditions, exhibiting stability except when in the presence of acids or bases which might cause hydrolysis or other reactions.

Melting point (Celsius)
81.00
Melting point (Kelvin)
354.15
Boiling point (Celsius)
264.00
Boiling point (Kelvin)
537.15
General information
Molecular weight
169.62g/mol
Molar mass
169.6240g/mol
Density
1.0000g/cm3
Appearence

Chloracetanilide appears as an off-white to pale yellow crystalline solid. Its color may vary slightly depending on the degree of purity and any coloration due to minor impurities. It is typically provided in powder form.

Comment on solubility

Solubility of N-chloro-N-phenyl-acetamide

N-chloro-N-phenyl-acetamide, with the formula C8H8ClN2O, presents intriguing characteristics in terms of its solubility. This compound exhibits a moderate solubility profile, primarily dictated by its functional groups.

Key Factors Influencing Solubility:

  • Polarity: The presence of the chlorine atom increases the polarity of the molecule, which can enhance solubility in polar solvents.
  • Hydrogen Bonding: The amide group presents opportunities for hydrogen bonding, promoting solubility in protic solvents like water.
  • Size and Shape: The bulkiness of the phenyl ring may hinder interactions with certain solvents, affecting solubility.

In general, N-chloro-N-phenyl-acetamide tends to be more soluble in organic solvents such as ethanol and acetone compared to non-polar solvents. However, its solubility in water is limited, often requiring specific conditions, such as temperature adjustments, to enhance dissolution.

Given these aspects, one might say that the solubility of N-chloro-N-phenyl-acetamide reflects a balance of competing forces - polarity versus sterics - making it a fascinating compound for further exploration.

Interesting facts

Interesting Facts about N-chloro-N-phenyl-acetamide

N-chloro-N-phenyl-acetamide is a fascinating compound with various applications and intriguing properties that make it an interesting subject of study for both chemists and students alike. Here are some noteworthy details about this compound:

  • Chemical Structure: This compound features a chloro group attached to a nitrogen atom, which is also bonded to a phenyl group and an acetamide structure. The presence of the chlorine atom makes it a halogenated organic compound, raising its potential reactivity in various chemical processes.
  • Applications: N-chloro-N-phenyl-acetamide has found use in pharmaceuticals and agrochemicals. Its unique structure contributes to its efficacy in creating various therapeutic agents and pest control products.
  • Reactivity: The compound reacts well with nucleophiles due to the electrophilic nature of the chloro group. This property is particularly valuable in organic synthesis, where it can participate in substitution reactions.
  • Historical Significance: Chlorinated compounds have a rich history in medicinal chemistry. N-chloro-N-phenyl-acetamide plays a role in the development of drugs that target various diseases, demonstrating the importance of halogens in pharmaceutical development.
  • Safety Considerations: As with many halogenated compounds, proper handling and safety precautions are essential. Due to potential toxicity, students should always be cautious when working with this compound in the laboratory environment.

In summary, N-chloro-N-phenyl-acetamide is more than just a chemical formula; it’s a compound with diverse applications, significant reactivity, and a critical role in the pharmaceutical field. As one delves deeper into its properties and uses, one is reminded of the intricate connections between structures and their functions in the world of chemistry.

Synonyms
N-Chloroacetanilide
N-chloro-N-phenylacetamide
678-352-5
579-11-3
ACETANILIDE, N-CHLORO-
BRN 2208670
Acetamide, N-chloro-N-phenyl-
4-12-00-01048 (Beilstein Handbook Reference)
SCHEMBL2724523
DTXSID90206615
QNVKMXGRFVLMBM-UHFFFAOYSA-N
MFCD01671408
AS-87483
DB-231471
C2175
CS-0331725
T71089