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N-(4-Methylphenyl)acetamide

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Identification
Molecular formula
C10H13NO2
CAS number
5398-52-5
IUPAC name
(N-acetyl-4-methyl-anilino) acetate
State
State

At room temperature, N-(4-Methylphenyl)acetamide is in a solid state. It is crystalline in form and is stable under normal conditions.

Melting point (Celsius)
133.00
Melting point (Kelvin)
406.15
Boiling point (Celsius)
305.30
Boiling point (Kelvin)
578.45
General information
Molecular weight
179.22g/mol
Molar mass
179.2160g/mol
Density
1.1100g/cm3
Appearence

N-(4-Methylphenyl)acetamide typically appears as a pale yellow crystalline solid. The crystals are usually fine and can vary in shade depending on purity and sample size.

Comment on solubility

Solubility of (N-acetyl-4-methyl-anilino) acetate

The solubility of (N-acetyl-4-methyl-anilino) acetate in various solvents provides interesting insights into its chemical behavior.

Generally, this compound demonstrates:

  • Moderate solubility in polar solvents such as water, due to the presence of the acetate functional group which can engage in hydrogen bonding.
  • Better solubility in organic solvents like ethanol or acetone, where its hydrophobic aromatic structure can interact favorably with the non-polar segments of the solvent molecules.
  • A tendency for phase separation in high salt concentrations, which can affect its solubility profile significantly.

However, several factors can influence its solubility:

  1. Temperature: Increasing temperature typically enhances solubility.
  2. pH levels: The solubility may vary with pH, particularly because the acetate group can be protonated or deprotonated in different acidic or basic conditions.
  3. Presence of other solutes: Competing species in solution can either improve or inhibit solubility according to their interactions.

Overall, understanding the solubility characteristics of (N-acetyl-4-methyl-anilino) acetate is crucial for applications in pharmaceuticals and material science, where its behavior in various media can impact its efficacy and usability.

Interesting facts

Interesting Facts about (N-acetyl-4-methyl-anilino) Acetate

(N-acetyl-4-methyl-anilino) acetate, often referred to in simpler terms as a derivative of acetaminophen, shares a synthetic history rich in both medicinal properties and fascinating chemical behavior. It is an organic compound and a member of the acetanilide family, showcasing the versatility of the aniline group in organic synthesis.

Pharmaceutical Significance

This compound has garnered attention due to its potential applications in pharmacology. Here are a few key points about its medicinal relevance:

  • Analgesic Properties: Similar to its well-known counterpart, acetaminophen, this compound is studied for its pain-relieving capabilities.
  • Antipyretic Effects: It may also exhibit the ability to reduce fever, making it a compound of interest for further research in therapeutic contexts.
  • Synthetic Utility: The development of this compound reflects the innovative approaches chemists utilize to enhance the efficacy of existing drugs.

Chemical Characteristics

The compound also showcases interesting chemical characteristics:

  • Acetylation Reaction: Its formation involves the acetylation of an aniline derivative, which is a common strategy in synthesizing more complex organic molecules.
  • Substituent Effects: The presence of the methyl group modifies the electronic properties of the aniline ring, potentially influencing its reactivity and interaction with biological targets.

Research Prospects

Researchers continue to investigate (N-acetyl-4-methyl-anilino) acetate for:

  • Innovative Drug Design: This compound serves as a scaffold for new drug candidates, emphasizing the role of structural modifications in developing therapeutic agents.
  • Toxicological Studies: Understanding the safety profile of this compound is critical, ensuring that derivatives are not only effective but also safe for human use.

In conclusion, (N-acetyl-4-methyl-anilino) acetate stands as a testament to the dynamic interplay between organic chemistry and pharmacology, illustrating how modifications at the molecular level can lead to significant medicinal breakthroughs. As new research emerges, this compound may well take center stage in the quest for effective pain management therapies.

Synonyms
27451-20-3
BRN 2728347
N-Acetoxy-acet-para-toluidid [German]
ACETOHYDROXAMIC ACID, N-(p-TOLYL)-, ACETATE
N-Acetoxy-acet-para-toluidid
N-acetoxy-acetyl-p-toluidine
SCHEMBL2529608
DTXSID60950133
N-(Acetyloxy)-N-(4-methylphenyl)acetamide