4-((4-bromophenyl)hydrazono)methylacetanilide

Identification

Molecular formula

C₁₅H₁₄BrN₃O

CAS number

19905-77-2

IUPAC name

N-[4-[[(4-bromophenyl)hydrazono]methyl]phenyl]acetamide

State

This compound is solid at room temperature, typically existing as a crystalline powder.

Melting point (Celsius)

237.00

Melting point (Kelvin)

510.15

Boiling point (Celsius)

480.00

Boiling point (Kelvin)

753.15

General information

Molecular weight

333.20g/mol

Molar mass

333.1960g/mol

Density

1.4790g/cm³

Appearence

The compound typically appears as a solid. Its color may vary depending on purity and specific form but it is generally a crystalline substance, and its exact appearance should be confirmed by viewing or by manufacturer description.

Comment on solubility

Solubility of N-[4-[[(4-bromophenyl)hydrazono]methyl]phenyl]acetamide

The solubility of N-[4-[[(4-bromophenyl)hydrazono]methyl]phenyl]acetamide can be influenced by various factors, including its molecular structure and intermolecular interactions. Here are some key points regarding its solubility characteristics:

Polarity: The presence of polar functional groups, such as the acetamide moiety, suggests that this compound may exhibit moderate solubility in polar solvents like water. However, the bromophenyl and hydrazone elements may induce some hydrophobic character.
Solvent Interaction: It is likely to have better solubility in organic solvents such as ethanol, dimethyl sulfoxide (DMSO), or acetone compared to aqueous solutions due to its larger non-polar sections.
Temperature Dependence: Like many organic compounds, solubility might increase with temperature. Thus, how the compound behaves at different temperatures is worth investigating.
pH Sensitivity: The solubility of N-[4-[[(4-bromophenyl)hydrazono]methyl]phenyl]acetamide could also vary with pH changes, especially if protonation or deprotonation of functional groups occurs.

In summary, N-[4-[[(4-bromophenyl)hydrazono]methyl]phenyl]acetamide is anticipated to be more soluble in non-aqueous environments, while its solubility in water may be limited, depending on temperature and pH factors. Understanding these aspects can enhance the effectiveness of this compound in various applications.

Interesting facts

Interesting Facts about N-[4-[[(4-bromophenyl)hydrazono]methyl]phenyl]acetamide

N-[4-[[(4-bromophenyl)hydrazono]methyl]phenyl]acetamide, commonly known in the scientific community for its intriguing structure and potential applications, showcases a unique interaction of organic functional groups that contribute to its properties. Here are some fascinating insights into this compound:

Hydrazone Formation: The compound features a hydrazone linkage, which is formed through the reaction of hydrazines and carbonyl compounds. This structural motif is significant because hydrazones are known to exhibit various biological activities, including antimicrobial and anti-inflammatory properties.
Substituent Influence: The presence of the 4-bromophenyl group conveys unique electronic and steric characteristics. The bromine atom, being a good leaving group, can facilitate nucleophilic substitutions, enabling further chemical transformations.
Applications in Medicine: Due to its hydrazone functionality, this compound has garnered interest in medicinal chemistry for potential pharmaceutical uses. Researchers are exploring its activity against various diseases, particularly cancers, as compounds that interfere with the growth of cancer cells.
Versatile Synthesis: The synthesis of this compound is a remarkable example of organic synthesis techniques. Reaction pathways can involve condensation reactions, making it an appealing target for research in synthetic methodologies.
Impact of Acetamide Group: The acetamide moiety can influence the compound's polarity and solubility, critical parameters for its biological activity and pharmacokinetics.

As a chemist or a chemistry student, the exploration of N-[4-[[(4-bromophenyl)hydrazono]methyl]phenyl]acetamide may open doors to innovative synthetic strategies and therapeutic developments. The dual nature of its components highlights the nuanced interplay between structure and function in chemical compounds.