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Naproxen

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Identification
Molecular formula
C14H14O3N
CAS number
22204-53-1
IUPAC name
3-acetamido-5-[acetyl(methyl)amino]-2,4,6-trimethyl-benzoic acid
State
State
At room temperature, Naproxen is a solid.
Melting point (Celsius)
153.00
Melting point (Kelvin)
426.15
Boiling point (Celsius)
778.00
Boiling point (Kelvin)
1 051.15
General information
Molecular weight
230.26g/mol
Molar mass
230.2620g/mol
Density
1.0560g/cm3
Appearence

Naproxen appears as a white to off-white crystalline powder. It is odorless and has a bitter taste. The compound is slightly soluble in water but dissolves well in alcohol and other organic solvents.

Comment on solubility

Solubility of 3-acetamido-5-[acetyl(methyl)amino]-2,4,6-trimethyl-benzoic acid

The solubility of 3-acetamido-5-[acetyl(methyl)amino]-2,4,6-trimethyl-benzoic acid is influenced by its unique chemical structure. This compound features multiple functional groups, which can play a significant role in its interaction with solvents.

Factors Influencing Solubility:

  • Polar Groups: The presence of the amido and acetyl groups contributes to the polarity of the molecule, enhancing its solubility in polar solvents such as water.
  • Hydrophobic Regions: The multiple methyl groups, while adding hydrophobic characteristics, can reduce solubility in water but may enhance solubility in organic solvents.
  • pH Sensitivity: The acidic nature of the benzoic acid moiety indicates that the solubility can vary significantly with changes in pH, potentially forming carboxylate ions that are more soluble in aqueous environments.

In summary, the solubility of this compound is a complex interplay of its functional groups and structural features, leading to its potential for solubility in various solvents. As stated, "like dissolves like," meaning that its solubility will be optimized in solvents that share similar chemical properties.

Interesting facts

Interesting Facts About 3-Acetamido-5-[acetyl(methyl)amino]-2,4,6-trimethyl-benzoic Acid

3-Acetamido-5-[acetyl(methyl)amino]-2,4,6-trimethyl-benzoic acid is a fascinating member of the benzoic acid family that showcases the beauty of organic synthesis and functional group manipulation. Below are some engaging insights about this compound:

  • Versatile Applications: This compound can serve as a building block in various chemical syntheses, especially in the development of pharmaceuticals and agrochemicals due to its multifaceted functional groups.
  • Complex Structure: The intricate arrangement of substituents on the benzene ring enhances its chemical reactivity and gives it unique properties that can be explored in material science and biochemistry.
  • Biological Significance: Its acetyl and methyl groups may contribute to the compound's biological activity, making it a candidate for research into potential therapeutic applications.
  • Research Potential: The presence of multiple amino groups opens avenues for further studies into amino acid interactions, which can reveal important information about protein synthesis and enzyme function.
  • Colorimetric Analysis: Compounds with similar structures are often used in analytical chemistry as dyes or indicators, making this compound interesting for colorimetric studies.

In summary, 3-acetamido-5-[acetyl(methyl)amino]-2,4,6-trimethyl-benzoic acid is not just a tongue twister of a name, but a gateway to various studies in organic chemistry, biology, and materials science. Its diverse applications and intriguing structure continue to captivate the minds of chemists and researchers alike.