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3-Methoxyacetanilide

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Identification
Molecular formula
C9H11NO2
CAS number
536-90-3
IUPAC name
N-(3-methoxyphenyl)acetamide
State
State

The compound is in a solid state at room temperature.

Melting point (Celsius)
143.00
Melting point (Kelvin)
416.15
Boiling point (Celsius)
305.00
Boiling point (Kelvin)
578.15
General information
Molecular weight
165.19g/mol
Molar mass
165.1910g/mol
Density
1.1580g/cm3
Appearence

3-Methoxyacetanilide appears as a white to off-white crystalline solid. It is typically provided in powdered form and is not volatile. This compound is stable under normal conditions.

Comment on solubility

Solubility of N-(3-methoxyphenyl)acetamide

N-(3-methoxyphenyl)acetamide, with its unique structure, exhibits interesting solubility characteristics that are influenced by both its polar and nonpolar components. This compound tends to be soluble in a variety of solvents due to the following factors:

  • Polarity: The presence of the acetamide functional group contributes to its polarity, allowing for solubility in polar solvents like water and alcohol.
  • Nonpolar Characteristics: The methoxyphenyl group, being hydrophobic, may limit solubility in some highly polar solvents.
  • Hydrogen Bonding: The ability to form hydrogen bonds with solvent molecules enhances its overall solubility profile.

Solubility in different mediums can be summarized as:

  • High solubility: In organic solvents such as ethanol and methanol.
  • Moderate solubility: In water, attributed to the balance between hydrophilic and hydrophobic interactions.

It is essential to consider specific environmental factors, such as temperature, that can also impact solubility. As the temperature increases, solubility in various solvents typically follows this trend, demonstrating that thermal conditions play a crucial role in the behavior of N-(3-methoxyphenyl)acetamide in various solutions.

In conclusion, understanding the solubility of N-(3-methoxyphenyl)acetamide not only highlights its chemical complexity but also opens avenues for potential applications in pharmaceuticals and materials science, where solubility plays a vital role in functionality and efficacy.

Interesting facts

Interesting Facts about N-(3-methoxyphenyl)acetamide

N-(3-methoxyphenyl)acetamide is a fascinating compound with a variety of applications and properties that make it noteworthy in the field of chemistry.

1. Structural Features

This compound possesses a unique structure characterized by the presence of an acetamide group attached to a phenyl ring that is substituted with a methoxy group. The methoxy substituent is known to influence the compound’s reactivity and interactions, contributing to its biological activity.

2. Biological Significance

Researchers have shown interest in N-(3-methoxyphenyl)acetamide due to its potential pharmacological properties. Some key points include:

  • Antioxidant Activity: Compounds with methoxy groups often exhibit antioxidant properties, which play a crucial role in combating oxidative stress.
  • Analgesic Effects: Preliminary studies suggest that acetamide derivatives can have pain-relieving effects, making this compound a candidate for further medicinal research.
  • Anti-inflammatory Potential: Its chemical structure may lend itself to modulating inflammatory processes, a significant area of interest in drug development.

3. Applications in Material Science

Beyond biological applications, N-(3-methoxyphenyl)acetamide can also be explored for utility in material science:

  • Polymer Synthesis: Its unique chemical properties can serve as a building block in synthesizing new polymers with specific characteristics.
  • Coating Formulations: Investigations into its use in coatings may lead to advancements in protective materials due to its chemical stability.

4. Synthetic Pathways

Synthesizing N-(3-methoxyphenyl)acetamide involves straightforward methods that can be attractive to both researchers and students alike. Common approaches include:

  • Aminolysis: Reactions with acetic anhydride or acetyl chloride in the presence of a catalyst can lead to desired acetamide products.
  • Electrophilic Aromatic Substitution: The methoxy group can enhance the reactivity of the aromatic ring, allowing for selective substitutions at the para or ortho positions.

In summary, N-(3-methoxyphenyl)acetamide is a compound rich with potential, bridging the realms of medicinal chemistry and material science. Its unique structural properties and diverse applications make it a valuable compound for ongoing research and study.

Synonyms
N-(3-Methoxyphenyl)acetamide
N-Acetyl-m-anisidine
m-Acetanisidine
Aceto-m-anisidide
m-Methoxyacetanilide
Acetamide, N-(3-methoxyphenyl)-
m-ACETANISIDIDE
Acetanilide, 3'-methoxy-
NSC 4005
EINECS 209-611-9
BRN 0638154
3'-Methoxyacetanilide
588-16-9
3-Methoxyacetanilide
3-Acetamidoanisole
N-(3-Methoxy-phenyl)-acetamide
MFCD00123297
3-acetamidoanisol
NSC4005
META-ACETANISIDIDE
3//'-Methoxyacetanilide
Maybridge1_005349
WLN: 1VMR CO1
SCHEMBL171425
ghl.PD_Mitscher_leg0.1326
N-(3-methoxy phenyl)acetamide
DTXSID1060421
HMS556L03
N-(3-Methoxyphenyl)acetamide #
AAA58816
CS-M0190
NSC-4005
STK395661
N-(3-Methoxyphenyl)acetic acid amide
AKOS000678445
BP-11892
CS-13421
SY038667
NS00034020
EN300-06485
3 inverted exclamation mark -Methoxyacetanilide
AH-034/32464024
Z27795266