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4-(2-phenylsulfanylethyl)benzenecarbohydroxamic acid

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Identification
Molecular formula
C15H15NO2S
CAS number
131192-65-3
IUPAC name
4-(2-phenylsulfanylethyl)benzenecarbohydroxamic acid
State
State

At room temperature, 4-(2-phenylsulfanylethyl)benzenecarbohydroxamic acid is typically a solid.

Melting point (Celsius)
192.30
Melting point (Kelvin)
465.50
Boiling point (Celsius)
358.70
Boiling point (Kelvin)
631.90
General information
Molecular weight
289.38g/mol
Molar mass
289.3780g/mol
Density
1.3200g/cm3
Appearence

4-(2-phenylsulfanylethyl)benzenecarbohydroxamic acid appears as a white to off-white crystalline solid.

Comment on solubility

Solubility of 4-(2-phenylsulfanylethyl)benzenecarbohydroxamic acid

The solubility characteristics of 4-(2-phenylsulfanylethyl)benzenecarbohydroxamic acid (C15H15NO2S) are quite intriguing due to its unique structure. This compound is predicted to exhibit moderate to low solubility in water, primarily due to:

  • Hydrophobic Phenyl Groups: The presence of multiple phenyl groups contributes to increased hydrophobicity, which generally decreases solubility in polar solvents like water.
  • Functional Groups: The hydroxamic acid functional group (-C(O)NHOH) can enhance solubility through hydrogen bonding interactions. However, the competing hydrophobic portions may limit this effect.
  • Polarity Considerations: The overall molecular polarity is influenced by both the electronegative nitrogen and oxygen atoms, which can interact favorably with polar solvents, yet the dominant hydrophobic regions can offset this tendency.

Due to these conflicting factors, the solubility can vary significantly depending on the solvent used. In organic solvents, this compound is expected to be much more soluble given its hydrophobic moieties, while in aqueous environments, the solubility may be significantly reduced. Thus, it is essential to consider the solvent system used when evaluating the solubility of 4-(2-phenylsulfanylethyl)benzenecarbohydroxamic acid.

In conclusion, understanding the balance between hydrophobic and hydrophilic characteristics is crucial for predicting the solubility behavior of this compound in various environments.

Interesting facts

Interesting Facts about 4-(2-Phenylsulfanylethyl)benzenecarbohydroxamic Acid

4-(2-Phenylsulfanylethyl)benzenecarbohydroxamic acid is a fascinating compound that fits in various realms of chemistry due to its unique structure and potential applications. Here are some interesting insights about this compound:

  • Structural Characteristics: This compound features a benzenecarbohydroxamic acid core, which is important for its reactivity and interaction with biological systems. Its unique phenyl sulfanyl group contributes to its chemical behavior.
  • Biological Relevance: Hydroxamic acids are well-known in medicinal chemistry, often playing roles as inhibitors in various biological reactions. This compound could be studied for its potential effects on enzymes, making it a candidate for drug development.
  • Synthetic Pathways: The synthesis of compounds like this one often involves intricate organic reactions. Chemists may employ techniques such as nucleophilic substitution or amide bond formation to access the desired structure.
  • Functional Versatility: The presence of the hydroxamic acid group allows for interactions with metal ions, which may facilitate its application in chelation therapy or as a reagent in analytical chemistry.
  • Research Potential: As scientists continue to explore the properties and effects of new compounds, understanding the unique characteristics of 4-(2-phenylsulfanylethyl)benzenecarbohydroxamic acid could lead to significant discoveries in drug design and molecular biology.

This compound exemplifies how a small change in molecular structure can lead to potentially vast differences in functionality, making it a rich area for research and application within the field of chemistry.

Synonyms
HDInhib_000021
SCHEMBL5020599
CHEMBL3698496
BDBM128066
US8796330, 70