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Acetanilide

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Identification
Molecular formula
C8H8ClNO
CAS number
587-00-6
IUPAC name
N-(3-chlorophenyl)acetamide
State
State

At room temperature, N-(3-chlorophenyl)acetamide is a solid compound.

Melting point (Celsius)
151.50
Melting point (Kelvin)
424.65
Boiling point (Celsius)
332.60
Boiling point (Kelvin)
605.75
General information
Molecular weight
169.61g/mol
Molar mass
169.6050g/mol
Density
1.3310g/cm3
Appearence

N-(3-chlorophenyl)acetamide, also known as 3'-chloroacetanilide, typically appears as white to off-white crystalline powder. It is often manufactured for use in chemical synthesis and as an intermediate in various chemical applications.

Comment on solubility

Solubility of N-(3-chlorophenyl)acetamide

N-(3-chlorophenyl)acetamide, known for its distinctive structure, presents interesting solubility characteristics. This compound exhibits limited solubility in water due to its hydrophobic aromatic ring structure. However, it is more soluble in organic solvents. The factors influencing its solubility can be outlined as follows:

  • Hydrophilicity vs. Hydrophobicity: The presence of the chlorophenyl group imparts hydrophobic characteristics, making the molecule less likely to interact favorably with water.
  • Organic Solvents: N-(3-chlorophenyl)acetamide demonstrates higher solubility in nonpolar or moderately polar solvents, such as ethanol or acetone, due to favorable van der Waals interactions.
  • Temperature Effects: As with many organic compounds, increased temperatures can enhance solubility; however, the extent is contingent upon the solvent used.

In summary, "solubility is not merely a property but a dance of molecular interactions." N-(3-chlorophenyl)acetamide's solubility profile emphasizes the importance of solvent choice and the intricate balance of its polar and non-polar characteristics.

Interesting facts

Exploring N-(3-Chlorophenyl)acetamide

N-(3-Chlorophenyl)acetamide, often recognized for its role in medicinal chemistry, is a compound that has piqued the interest of many scientists and students alike. Here are some fascinating insights about this versatile molecule:

Key Features

  • Pharmacological Significance: This compound is notable for its potential applications as a drug. It is often studied for its effects and mechanisms in various biological systems.
  • Structural Importance: The presence of a chlorine atom at the meta position on the phenyl ring contributes to the compound's unique chemical properties, enhancing its reactivity and binding capabilities.
  • Synthetic Pathways: N-(3-Chlorophenyl)acetamide can be synthesized through efficient methodologies, making it an ideal candidate for research in organic synthesis.

Applications in Research

This compound's interesting structure has made it a subject of study in various fields:

  • Analgesic Research: Its acetamide group may provide insight into developing new pain relief medications.
  • Antimicrobial Activity: Studies have shown that similar compounds often exhibit antimicrobial properties, sparking interest in their use as potential antibiotics.
  • Material Science: Beyond pharmacology, N-(3-Chlorophenyl)acetamide's chemical properties are being explored for applications in creating innovative materials.

Fun Fact

Did you know that chlorinated compounds like N-(3-Chlorophenyl)acetamide often display enhanced biological activity? This makes them particularly valuable in the drug discovery processes. As stated in *Chemical Reviews*, "the incorporation of halogens can significantly impact the pharmacokinetics of compounds." This highlights the importance of understanding how subtle changes in molecular structure can lead to profound effects in biological systems.

In summary, N-(3-Chlorophenyl)acetamide not only serves as an intriguing example of organic chemistry but also continues to inspire research across multiple domains. Its potential applications remind us of the intricate connection between molecules and the development of new technologies and treatments.

Synonyms
3'-Chloroacetanilide
588-07-8
3-Chloroacetanilide
N-(3-Chlorophenyl)acetamide
M-CHLOROACETANILIDE
Acetamide, N-(3-chlorophenyl)-
meta-Chloroacetanilide
HSDB 1409
Acetic acid, amide, N(3-chlorophenyl)-
NSC 6116
EINECS 209-610-3
NSC 39967
UNII-74H09HU61J
BRN 2208105
74H09HU61J
NSC-6116
NSC-39967
DTXSID6060420
3-CHLOROACETANILIDE [HSDB]
4-12-00-01144 (Beilstein Handbook Reference)
N-(3-Chlorophenyl)acetic acid amide
3Chloroacetanilide
metaChloroacetanilide
Acetanilide, 3'chloro
N(3Chlorophenyl)acetamide
Acetamide, N(3chlorophenyl)
DTXCID8042474
Acetic acid, amide, N(3chlorophenyl)
inchi=1/c8h8clno/c1-6(11)10-8-4-2-3-7(9)5-8/h2-5h,1h3,(h,10,11
muuqhcoaollhil-uhfffaoysa-n
Acetanilide, 3'-chloro-
m-chloroacetoanilide
MFCD00016341
3/'-Chloroacetanilide
Maybridge1_005393
N-acetyl-3-chloroaniline
3\'-CHLOROACETANILIDE
SCHEMBL357999
N-(3-chloro-phenyl)-acetamide
N-(3-Chlorophenyl)acetamide #
HMS556N03
NSC6116
AAA58807
NSC39967
CCG-46575
AKOS003108676
EF-0227
CS-0277313
NS00022434
D84622
AQ-012/40326599
SR-01000636265-1
Q27266276
Z28141013