3-(3-ethoxy-4-propoxyphenyl)prop-2-enehydroxamic acid

Identification

Molecular formula

C₁₅H₂₁NO₄

CAS number

939663-80-8

IUPAC name

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

State

At room temperature, this compound is in a solid state. The structural stability as a solid facilitates its handling and usage in various chemical applications. Its solid form is generally amenable to standard laboratory storage conditions.

Melting point (Celsius)

215.00

Melting point (Kelvin)

488.00

Boiling point (Celsius)

368.60

Boiling point (Kelvin)

641.80

General information

Molecular weight

279.33g/mol

Molar mass

279.3340g/mol

Density

1.1325g/cm³

Appearence

The compound appears as a crystalline solid. Its color ranges from white to off-white, and it is typically supplied in a powdered or granular form. The aesthetic features are consistent with many organic compounds used in chemical studies and various applications.

Comment on solubility

Solubility of 3-(3-ethoxy-4-propoxy-phenyl)prop-2-enehydroxamic Acid

3-(3-ethoxy-4-propoxy-phenyl)prop-2-enehydroxamic acid exhibits unique solubility characteristics due to its complex structure. Its solubility can be influenced by the presence of various functional groups and the overall molecular size.

Factors Affecting Solubility

Polarity: The hydroxamic acid group contributes to the polar nature, which generally enhances solubility in polar solvents like water.
Alkyl Substituents: The ethoxy and propoxy groups may increase the hydrophobic character of the molecule, potentially decreasing its solubility in water while enhancing solubility in organic solvents.
Hydrogen Bonding: The ability of the hydroxamic acid to participate in hydrogen bonding might improve its solubility in polar solvents compared to non-polar solvents.

As a result, this compound is expected to have:

Good solubility in polar organic solvents such as ethanol or acetone
Moderate to poor solubility in non-polar solvents
Limited solubility in pure water due to the presence of longer alkyl chains that contribute to hydrophobicity

In conclusion, understanding the solubility of 3-(3-ethoxy-4-propoxy-phenyl)prop-2-enehydroxamic acid is crucial for its practical applications in various fields, as solubility plays a key role in determining its reactivity and usability in formulations.

Interesting facts

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

3-(3-ethoxy-4-propoxy-phenyl)prop-2-enehydroxamic acid is a fascinating compound with a structure that piques the interest of chemists and researchers alike for several reasons:

Unique Structure: This compound features a complex molecular structure that includes a hydroxamic acid functional group, which is notable for its reactivity and role in medicinal chemistry.
Potential Applications: Hydroxamic acids are of particular interest due to their potential applications in drug design, especially as inhibitors of various enzymes in the body, including metalloproteinases.
Research Insights: The presence of ethoxy and propoxy groups introduces interesting steric effects, which can influence the compound's biological activity and solubility. This makes it a valuable target for structure-activity relationship (SAR) studies.
Hydroxamic Acid Characteristics: Hydroxamic acids are known for their ability to chelate metal ions, which is a key feature that contributes to their biological activity. This property could lead to potential developments in cancer treatment, as metal ion chelation is involved in disrupting tumor growth.
Synthetic Pathways: The synthesis of compounds like this often involves multi-step reactions that provide an excellent opportunity for students to learn about organic synthesis techniques and reaction mechanisms.

As we delve deeper into the chemistry of this compound, we uncover not just its structure but the broader implications it may have in medicinal and environmental chemistry. The journey of studying 3-(3-ethoxy-4-propoxy-phenyl)prop-2-enehydroxamic acid promises to yield exciting discoveries!