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2-fluoro-N-(1-naphthyl)-N-(1-naphthylmethyl)acetamide

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Identification
Molecular formula
C23H18FNO
IUPAC name
2-fluoro-N-(1-naphthyl)-N-(1-naphthylmethyl)acetamide
State
State

At room temperature, the compound exists as a solid. It is relatively stable under standard conditions, but care should be taken to avoid prolonged exposure to moisture and light to maintain its integrity.

Melting point (Celsius)
154.00
Melting point (Kelvin)
427.15
Boiling point (Celsius)
356.00
Boiling point (Kelvin)
629.15
General information
Molecular weight
323.35g/mol
Molar mass
323.3470g/mol
Density
1.3000g/cm3
Appearence

The compound is typically a solid crystalline substance. It appears as a white to off-white powder or crystal, with a texture similar to other organic amides. The presence of naphthyl groups may impart a slight aromatic odor.

Comment on solubility

Solubility of 2-fluoro-N-(1-naphthyl)-N-(1-naphthylmethyl)acetamide

The solubility of 2-fluoro-N-(1-naphthyl)-N-(1-naphthylmethyl)acetamide can be influenced by several factors due to its complex structure.

Factors Affecting Solubility

  • Polarity: This compound contains both polar and non-polar functional groups. The presence of the fluorine atom, which is electronegative, may enhance the solubility in polar solvents.
  • Hydrogen Bonding: The amide functional group can participate in hydrogen bonding, which can improve solubility in protic solvents like water.
  • Hydrophobic Interactions: The naphthyl groups contribute to hydrophobic interactions, potentially reducing solubility in highly polar solvents.

As a result, the solubility characteristics of 2-fluoro-N-(1-naphthyl)-N-(1-naphthylmethyl)acetamide may lead to:

  1. Moderate solubility in organic solvents (e.g., ethanol, acetone).
  2. Limited solubility in water, stemming from the influence of the hydrophobic aromatic systems.

In summary, while the intricate balance of polar and non-polar characteristics suggests a degree of solubility in a variety of solvents, the presence of bulky hydrophobic naphthyl groups may pose challenges when attempting to dissolve this compound in highly aqueous environments. Understanding these nuances is crucial for effective application in chemical processes.

Interesting facts

2-Fluoro-N-(1-naphthyl)-N-(1-naphthylmethyl)acetamide: Fascinating Insights

2-Fluoro-N-(1-naphthyl)-N-(1-naphthylmethyl)acetamide is a compound that belongs to the class of fluorinated acetamides. It is noteworthy not only for its structural complexity but also for its potential applications in the field of medicinal chemistry. Here are some intriguing facts about this compound:

  • Fluorine's Impact: The presence of a fluorine atom is significant in organic chemistry as it can greatly influence the biological activity and properties of the molecule. Fluorine can enhance the metabolic stability of compounds, making them more effective in pharmaceutical contexts.
  • Naphthyl Groups: Comprising two fused aromatic rings, naphthyl groups can contribute to enhanced interactions with biological targets, potentially leading to increased efficacy as drug candidates. This structural feature is often found in compounds that exhibit anti-cancer and anti-inflammatory activities.
  • Structure-Activity Relationship: Studying the variations in compounds like this one can provide valuable insights into structure-activity relationships (SAR). By altering functional groups, researchers can determine how changes affect biological activity, paving the way for the development of optimized therapeutic agents.
  • Research Potential: Compounds like 2-fluoro-N-(1-naphthyl)-N-(1-naphthylmethyl)acetamide are of great interest in ongoing research, particularly in the development of new pharmaceuticals. Its unique structure could lead to the discovery of novel mechanisms of action.
  • Synthesis: The synthetic routes to creating such complex compounds often require advanced techniques in organic chemistry. Mastery of reactions involving multiple functional groups is essential, showcasing the skills and creativity of chemists in the lab.

Chemists and researchers are continually exploring the myriad possibilities that compounds like 2-fluoro-N-(1-naphthyl)-N-(1-naphthylmethyl)acetamide present. Their unique characteristics make them rich subjects for investigation in the pursuit of new therapeutic options and understanding chemical interactions.

Synonyms
23554-63-4
BRN 2166696
ACETAMIDE, 2-FLUORO-N-1-NAPHTHYL-N-(1-NAPHTHYLMETHYL)-
2-Fluoro-N-1-naphthyl-N-(1-naphthylmethyl)acetamide
DTXSID30178145
RefChem:314744
DTXCID60100636