3-[4-(4-methylbenzoyl)-1H-pyrrol-2-yl]prop-2-enehydroxamic acid

Identification

Molecular formula

C₁₆H₁₅N₂O₃

CAS number

94944-42-4

IUPAC name

3-[4-(4-methylbenzoyl)-1H-pyrrol-2-yl]prop-2-enehydroxamic acid

State

This compound is typically found as a solid at room temperature. It is primarily available in crystalline powder form, which is used in various chemical synthesis and research applications. Handling requires standard laboratory safety due to its chemical nature.

Melting point (Celsius)

215.00

Melting point (Kelvin)

488.15

Boiling point (Celsius)

485.00

Boiling point (Kelvin)

758.15

General information

Molecular weight

270.31g/mol

Molar mass

270.3090g/mol

Density

1.2870g/cm³

Appearence

This compound often appears in its pure form as a crystalline solid. Due to the presence of multiple functional groups such as the pyrrole and hydroxamic acid moieties, it may exhibit interesting structural color contrasts under polarized light in crystals.

Comment on solubility

Solubility of 3-[4-(4-methylbenzoyl)-1H-pyrrol-2-yl]prop-2-enehydroxamic acid

The solubility of 3-[4-(4-methylbenzoyl)-1H-pyrrol-2-yl]prop-2-enehydroxamic acid (C₁₆H₁₅N₂O₃) can be influenced by several factors:

Polarity: Due to the presence of the hydroxamic acid functional group, this compound exhibits moderate polarity which can enhance its solubility in polar solvents such as water.
Hydrogen Bonding: The hydroxamic acid moiety is capable of forming hydrogen bonds, potentially increasing solubility in solvent systems that can act as hydrogen bond donors.
Aromaticity: The 4-methylbenzoyl group introduces an aromatic character, which can affect solubility by influencing the interaction with nonpolar solvents.
Solvent Compatibility: This compound may be more soluble in organic solvents such as methanol and ethanol, rather than in hydrocarbons, owing to its functional groups.

In summary, while the overall solubility profile of 3-[4-(4-methylbenzoyl)-1H-pyrrol-2-yl]prop-2-enehydroxamic acid is somewhat complex, its moderate polarity and ability to form hydrogen bonds suggest a tendency for solubility in polar environments. However, empirical testing would provide more definitive solubility characteristics.

Interesting facts

Interesting Facts about 3-[4-(4-methylbenzoyl)-1H-pyrrol-2-yl]prop-2-enehydroxamic Acid

3-[4-(4-methylbenzoyl)-1H-pyrrol-2-yl]prop-2-enehydroxamic acid is a fascinating compound that showcases the intriguing capabilities of organic chemistry. Here are some interesting aspects:

Hydroxamic Acid Derivative: This compound is a derivative of hydroxamic acid, which is known for its role in coordinating with metal ions, making it useful in various chemical reactions and as potential pharmaceuticals.
Potential Antitumor Activity: Many compounds featuring hydroxamic acid functionalities exhibit antitumor properties. Research is ongoing to evaluate the therapeutic potentials of related compounds in cancer treatment.
Role in Metalloprotein Inhibition: Hydroxamic acids are often used in the inhibition of metalloproteins. This makes this compound of interest in biochemistry and drug design, especially in targeting enzymes associated with disease states.
Structural Complexity: The presence of a pyrrole ring and a benzophenone moiety contributes to the structural complexity, which may lead to unique chemical behavior. The interaction between these elements can be a focus of study for understanding reactivity and stability.
Applications in Chemistry: Beyond pharmaceuticals, this compound has implications in fields such as materials science and catalysis, where its distinctive properties could be harnessed for novel applications.

In summary, the study of 3-[4-(4-methylbenzoyl)-1H-pyrrol-2-yl]prop-2-enehydroxamic acid expands our understanding of functional groups and their interactions, potentially leading to innovative applications in various scientific fields.