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4-Chlorophenyl N-hydroxybenzamide

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Identification
Molecular formula
C13H10ClNO2
CAS number
4307-67-7
IUPAC name
N-(4-chlorophenyl)-N-hydroxy-benzamide
State
State
At room temperature, 4-Chlorophenyl N-hydroxybenzamide is a crystalline solid.
Melting point (Celsius)
154.00
Melting point (Kelvin)
427.15
Boiling point (Celsius)
390.50
Boiling point (Kelvin)
663.70
General information
Molecular weight
249.68g/mol
Molar mass
249.6840g/mol
Density
1.3500g/cm3
Appearence

4-Chlorophenyl N-hydroxybenzamide typically appears as a white to off-white crystalline solid. Its structure contains a benzamide moiety coupled with a 4-chlorophenyl and an N-hydroxy group, contributing to its crystalline nature.

Comment on solubility

Solubility of N-(4-chlorophenyl)-N-hydroxy-benzamide

N-(4-chlorophenyl)-N-hydroxy-benzamide is a fascinating compound when it comes to its solubility characteristics. The solubility of this compound can be influenced by several factors, including its molecular structure and the presence of polar and nonpolar groups.

Factors Affecting Solubility

  • Molecular Polarity: The presence of the hydroxyl group (-OH) increases the polarity of the molecule, enhancing its solubility in polar solvents, such as water.
  • Hydrogen Bonding: The ability to form hydrogen bonds with water molecules contributes significantly to the solubility of N-(4-chlorophenyl)-N-hydroxy-benzamide in aqueous solutions.
  • Nonpolar Interactions: The chlorophenyl ring, being predominantly nonpolar, may limit its solubility in nonpolar solvents.

In general, one might expect an increase in solubility in polar solvents due to the compound's functional groups. For instance, as noted, "polar solvents tend to dissolve polar solutes." Therefore, N-(4-chlorophenyl)-N-hydroxy-benzamide is likely to have low to moderate solubility in water but may exhibit different solubility behavior in organic solvents.

In summary, understanding the solubility of N-(4-chlorophenyl)-N-hydroxy-benzamide involves appreciating the interplay between its molecular structure and the solvent characteristics. The polar functionality promotes solubility in polar environments, while the nonpolar aspects may limit it in nonpolar surroundings. This dichotomy makes it a subject of interest for chemists studying solubility trends in organic compounds.

Interesting facts

Interesting Facts about N-(4-chlorophenyl)-N-hydroxy-benzamide

N-(4-chlorophenyl)-N-hydroxy-benzamide, commonly referred to in various scientific studies, is a fascinating compound due to its diverse applications and unique properties. Here are some key highlights:

  • Pharmaceutical Relevance: This compound is often investigated for its potential role in medicinal chemistry, particularly as a lead compound in drug design. It may exhibit therapeutic properties that could be pertinent to treating specific diseases.
  • Mechanism of Action: Compounds like N-(4-chlorophenyl)-N-hydroxy-benzamide might act through various biochemical pathways, showing promise in modulating certain cellular activities or pathways.
  • Research Interest: Scientists are increasingly drawn to compounds that contain hydroxy and chloro substituents due to their ability to participate in intriguing chemical reactions. The presence of both a hydroxyl group and a chlorophenyl group can significantly enhance reactivity and influence pharmacokinetics.

As noted by some researchers, "The exploration of N-(4-chlorophenyl)-N-hydroxy-benzamide unlocks a window into the complexities of modern medicinal chemistry." This highlights the ongoing quest for understanding how small changes in molecular structure can lead to substantial differences in biological activity and effectiveness.

Moreover, compounds like this one are often valuable in the realm of structure-activity relationship (SAR) studies, which help chemists determine how different modifications of a molecule can improve its pharmacological profile.

In summary, N-(4-chlorophenyl)-N-hydroxy-benzamide stands as an insightful example of how synthetic compounds can pave the way for advancements in drug discovery and development.

Synonyms
1528-82-1
N-P-CHLOROPHENYLBENZOHYDROXAMIC ACID
DTXSID40165127
DTXCID4087618
N-(4-chlorophenyl)-N-hydroxybenzamide
N-(4-Chlorophenyl)benzohydroxamic acid
N-Benzoyl-N-p-chlorophenylhydroxylamin