3-(4-Ethoxy-3-methoxyphenyl)prop-2-enohydroxamic acid

Identification

Molecular formula

C₁₂H₁₅NO₄

CAS number

153733-17-2

IUPAC name

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

State

At room temperature, 3-(4-Ethoxy-3-methoxyphenyl)prop-2-enohydroxamic acid typically exists as a solid. Due to its crystalline nature, it remains stable under normal atmospheric conditions and can be handled as with most other solid organic compounds.

Melting point (Celsius)

75.00

Melting point (Kelvin)

348.15

Boiling point (Celsius)

350.00

Boiling point (Kelvin)

623.15

General information

Molecular weight

225.26g/mol

Molar mass

225.2500g/mol

Density

1.2043g/cm³

Appearence

The compound appears as a crystalline solid with a white to off-white color. The crystals are typically fine and can be powdery, reflective, and can exhibit a slight shine depending on their size and formation method. It should be stored away from moisture as it may be hygroscopic.

Comment on solubility

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

The solubility of 3-(4-ethoxy-3-methoxy-phenyl)prop-2-enehydroxamic acid is influenced by its molecular structure, which includes a hydroxamic acid functional group. This compound exhibits varying solubility characteristics in different solvents. Key points to consider include:

Polar Solvents: Generally, hydroxamic acids tend to be more soluble in polar solvents such as water and alcohols due to their ability to form hydrogen bonds.
Non-Polar Solvents: Conversely, solubility in non-polar solvents may be significantly lower, as the hydrophobic portions of the molecule can limit interaction with such solvents.
Temperature Influence: The solubility may increase with temperature, a common trend for many organic compounds, allowing for greater molecular movement and interaction with solvent.

In summary, while the exact solubility of 3-(4-ethoxy-3-methoxy-phenyl)prop-2-enehydroxamic acid requires experimental data to quantify, one can infer that its solubility will be significantly better in polar environments. As one researcher noted, “Understanding the solubility profiles of compounds is crucial for their practical applications in pharmaceuticals and agrochemicals.”

Interesting facts

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

3-(4-ethoxy-3-methoxy-phenyl)prop-2-enehydroxamic acid is a fascinating compound that showcases the complexity and beauty of organic chemistry. Here are some intriguing aspects of this molecule:

Unique Structure: This compound features a hydroxamic acid functional group, which is known for its ability to coordinate with metal ions. This structural characteristic plays a crucial role in its biological activity.
Biological Significance: Hydroxamic acids have been studied for their potential therapeutic applications. They can act as inhibitors for various enzymes, including histone deacetylases, which are involved in cancer progression and other diseases.
Substituents Influence Reactivity: The ethoxy and methoxy groups attached to the phenyl ring significantly influence the compound's reactivity and solubility, potentially enhancing its efficacy in medicinal chemistry.
Synthetic Pathways: The synthesis of this compound often involves multi-step reactions, which can include the introduction of the hydroxamic acid functional group through amide bond formation, showcasing the versatility of organic synthesis techniques.
Research Potential: Given the rise of interest in personalized medicine, compounds like 3-(4-ethoxy-3-methoxy-phenyl)prop-2-enehydroxamic acid are at the forefront of research aimed at discovering new drugs with specific targets.

This compound is a testament to the intricate relationships between chemical structure and biological activity, and it highlights the ongoing exploration within the field of medicinal chemistry. As researchers continue to examine the potential applications and mechanisms of such compounds, the future of drug development remains promising.