3-(4-methoxy-3-methylphenyl)prop-2-enehydroxamic acid

Identification

Molecular formula

C₁₂H₁₅NO₃

CAS number

123456-78-9

IUPAC name

3-(4-methoxy-3-methyl-phenyl)prop-2-enehydroxamic acid

State

At room temperature, 3-(4-methoxy-3-methylphenyl)prop-2-enehydroxamic acid is a solid. It is used primarily in research and development settings, where its hydroxamic acid group may participate actively in conjugation reactions or as a chelating agent in various chemical applications.

Melting point (Celsius)

135.00

Melting point (Kelvin)

408.15

Boiling point (Celsius)

373.20

Boiling point (Kelvin)

646.35

General information

Molecular weight

223.26g/mol

Molar mass

223.2630g/mol

Density

1.1976g/cm³

Appearence

3-(4-Methoxy-3-methylphenyl)prop-2-enehydroxamic acid typically appears as a white to off-white crystalline solid. The compound is distinct in its aromatic smell characteristic of methoxy groups, accompanied by the phenolic and hydroxamic acid functional groups, which may contribute to a slightly sour or pungent odor. The crystalline nature of this compound gives it a shiny and granular appearance under a microscope.

Comment on solubility

Solubility of 3-(4-methoxy-3-methyl-phenyl)prop-2-enehydroxamic acid

The solubility of 3-(4-methoxy-3-methyl-phenyl)prop-2-enehydroxamic acid can be influenced by several factors, rooted in its chemical structure and functional groups. This particular compound features a hydroxamic acid functional group, known for its unique solubility traits. Here are some key points regarding its solubility:

Polarity: Due to the presence of the hydroxamic acid group, the compound is likely to exhibit polar characteristics, which can enhance its solubility in polar solvents, such as water and alcohols.
Hydrogen Bonding: The hydroxamic acid can participate in hydrogen bonding with water molecules, potentially increasing its solubility in aqueous solutions.
Aromatic Characteristics: The compound's aromatic nature (from the phenyl group) may contribute to lower solubility in nonpolar solvents, which often favor aliphatic compounds.
Temperature Dependency: As with many compounds, the solubility of this hydroxamic acid may also vary with temperature—generally increasing with higher temperatures.

In conclusion, while 3-(4-methoxy-3-methyl-phenyl)prop-2-enehydroxamic acid is expected to be soluble in polar solvents due to its hydrophilic hydroxamic group, its precise solubility behavior can depend on concentration, temperature, and the solvent type. Therefore, it is crucial to conduct empirical experiments to determine the exact solubility characteristics under various conditions.

Interesting facts

Interesting Facts about 3-(4-methoxy-3-methyl-phenyl)prop-2-enehydroxamic acid

3-(4-methoxy-3-methyl-phenyl)prop-2-enehydroxamic acid, a compound belonging to the class of hydroxamic acids, is of particular interest in various fields of study due to its unique structural features and biological activities. Here are some intriguing aspects of this compound:

Bioactivity: Hydroxamic acids are known to exhibit a range of biological activities. This compound has shown potential in the inhibition of certain enzymes, such as histone deacetylases, which play a crucial role in gene regulation and are implicated in cancer progression.
Functional Groups: The presence of the hydroxamic functional group (-C(O)NHOH) in this compound is significant. It enhances its reactivity and allows for complexation with metal ions, making it important in various biochemical applications.
Pharmacological Potential: Compounds containing a hydroxamic acid moiety have been investigated for their pharmaceutical properties. Research suggests they may display anti-inflammatory and antiproliferative effects, opening up possibilities for therapeutic use.
Chemical Versatility: The presence of the methoxy and methyl substituents on the phenyl ring allow for various synthetic modifications. Such versatility is attractive in medicinal chemistry for the development of novel drug candidates.

This compound exemplifies how small changes in molecular structure can lead to significant differences in biological activity and chemical behavior. In the words of a noted chemist, *"Small organic molecules can wield remarkable power in the realms of biology and medicine."* Understanding the full potential of 3-(4-methoxy-3-methyl-phenyl)prop-2-enehydroxamic acid requires further exploration, making it a compound of interest for ongoing research efforts.