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P-chloroacetanilide

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Identification
Molecular formula
C8H8ClNO
CAS number
539-03-7
IUPAC name
N-(4-chlorophenyl)acetamide
State
State

At room temperature, p-chloroacetanilide is typically a solid. It retains the structural integrity of a crystalline solid under typical laboratory conditions.

Melting point (Celsius)
161.50
Melting point (Kelvin)
434.65
Boiling point (Celsius)
313.50
Boiling point (Kelvin)
586.65
General information
Molecular weight
169.61g/mol
Molar mass
169.6070g/mol
Density
1.3190g/cm3
Appearence

P-chloroacetanilide typically appears as a white crystalline solid. It is known for its characteristic fine crystals, which may sometimes appear slightly off-white depending on purity and presence of impurities.

Comment on solubility

Solubility of N-(4-chlorophenyl)acetamide

N-(4-chlorophenyl)acetamide, with the chemical formula C9H10ClN1O1, exhibits interesting solubility characteristics that can be influenced by various factors. Here are some key aspects to consider:

  • Solvent Dependency: The solubility of N-(4-chlorophenyl)acetamide is generally higher in organic solvents such as ethanol and acetone compared to water.
  • Temperature Influence: As with many organic compounds, an increase in temperature tends to enhance solubility in organic solvents.
  • Polarity Effects: Being an amide, it has polar characteristics which can make it more soluble in polar solvents, although the presence of the chlorophenyl group may mitigate this effect in less polar solvents.

In practical applications, understanding the solubility of this compound is essential for its use in synthesis and formulation. As a note, it’s important to recognize that "like dissolves like" — polar solvents are typically better at dissolving polar compounds, hence the significance of solvent choice in achieving optimal solubility.

Overall, when working with N-(4-chlorophenyl)acetamide, one should carefully consider these factors to effectively manage its solubility for various experimental or industrial purposes.

Interesting facts

Interesting Facts about N-(4-chlorophenyl)acetamide

N-(4-chlorophenyl)acetamide, also known as 4-chloroacetanilide, is a fascinating compound with notable applications and properties. Here are some intriguing insights:

  • Pharmaceutical Significance: This compound is often used as an intermediate in the synthesis of various pharmaceutical agents. Its structural similarities to other active compounds make it a key player in drug development.
  • Antipyretic Properties: Originally, N-(4-chlorophenyl)acetamide was studied for its potential to act as an antipyretic agent, which means it can help reduce fever. This property has attracted the attention of medicinal chemists.
  • Chlorine Substitution: The presence of the chlorine atom in its structure enhances the compound’s lipophilicity, which can influence its biological activities and interactions with enzymes or receptors in living organisms.
  • Applications in Organic Chemistry: Beyond its medicinal uses, this compound serves as an essential substrate in organic synthesis, providing a versatile framework for developing new materials and compounds.
  • Environmental Impact: As with many chlorinated compounds, there is ongoing research into the environmental persistence and potential toxicity of N-(4-chlorophenyl)acetamide, prompting discussions on safe handling and disposal.

In summary, N-(4-chlorophenyl)acetamide is not just a simple chemical; it embodies a wealth of potential and challenges that intrigue scientists across various fields. As research continues, who knows what exciting new discoveries await us in the study of this compound?

Synonyms
4'-Chloroacetanilide
539-03-7
N-(4-Chlorophenyl)acetamide
4-Chloroacetanilide
P-CHLOROACETANILIDE
N-Acetyl-p-chloroaniline
Acetamide, N-(4-chlorophenyl)-
Acetanilide, 4'-chloro-
N-(p-Chlorophenyl)acetamide
Acetic-4-chloroanilide
N-(4-Chloro-phenyl)-acetamide
NSC 40563
HSDB 1410
N-Acetyl-4-chloroaniline
EINECS 208-707-8
BRN 0509638
6I0LI34G5J
Acetic acid, amide, N(4-chlorophenyl)-
AI3-00509
NSC-444
CHEBI:116915
NSC-40563
DTXSID0060228
P-CHLOROACETANILIDE [HSDB]
4-12-00-01178 (Beilstein Handbook Reference)
N-(4-CHLOROPHENYL)ETHANEAMIDE
PARACETAMOL IMPURITY J [EP IMPURITY]
PARACETAMOL IMPURITY J (EP IMPURITY)
4Chloroacetanilide
Acetic4chloroanilide
NAcetylpchloroaniline
Acetanilide, 4'chloro
N(pChlorophenyl)acetamide
N(4Chlorophenyl)acetamide
Acetamide, N(4chlorophenyl)
DTXCID9041524
Acetic acid, amide, N(4chlorophenyl)
208-707-8
inchi=1/c8h8clno/c1-6(11)10-8-4-2-7(9)3-5-8/h2-5h,1h3,(h,10,11
MFCD00000612
p-Chloroacetoanilide
Acet-p-chloroanilide
N-(4-Chlorophenyl)acetamide (4-Chloroacetanilide)
Paracetamol impurity J
Acetaminophen Impurity J
UNII-6I0LI34G5J
|p|-Chloroacetanilide
4 inverted exclamation marka-Chloroacetanilide
Acetic acid-4-chloroanilide
4'-Chloroacetanilide, 97%
CHEMBL15991
N-(4-chlorophenyl)-acetamide
SCHEMBL197282
NSC444
NSC40563
STR03412
STL419470
TD1001
AKOS003868583
CS-W010786
FC20179
PS-5125
AC-28508
SY012848
A7830
NS00032868
4 inverted exclamation mark -Chloroacetanilide
EN300-79800
10.14272/GGUOCFNAWIODMF-UHFFFAOYSA-N
AE-562/40197438
doi:10.14272/GGUOCFNAWIODMF-UHFFFAOYSA-N
SR-03000001158-1
Q27105138
Z28161730
N-(4-Chlorophenyl)acetamide;N-(p-Chlorophenyl)acetamide;N-Acetyl-4-chloroaniline