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2-methyl-3-(4-pentoxyphenyl)prop-2-enehydroxamic acid

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Identification
Molecular formula
C15H19NO3
CAS number
72235-52-0
IUPAC name
2-methyl-3-(4-pentoxyphenyl)prop-2-enehydroxamic acid
State
State

This compound is generally in a solid state at room temperature, exhibiting characteristics common to many hydroxamic acids. Its solid form facilitates storage and handling in an ambient environment.

Melting point (Celsius)
73.00
Melting point (Kelvin)
346.15
Boiling point (Celsius)
-27.70
Boiling point (Kelvin)
245.45
General information
Molecular weight
269.34g/mol
Molar mass
269.3370g/mol
Density
1.0700g/cm3
Appearence

2-Methyl-3-(4-pentoxyphenyl)prop-2-enehydroxamic acid typically appears as a pale yellow to off-white crystalline powder. Its appearance can vary slightly depending on purity and specific preparation methods utilized.

Comment on solubility

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

The solubility of 2-methyl-3-(4-pentoxyphenyl)prop-2-enehydroxamic acid is influenced by several factors, offering a fascinating study on its behavior in various solvents. The compound's hydroxamic acid functional group can interact with water through hydrogen bonding, which may enhance its solubility in polar solvents. However, the presence of the bulky 4-pentoxyphenyl substituent could contribute to hydrophobic characteristics, making it less soluble in highly polar solvents.

Key points to consider regarding its solubility include:

  • Polar Solvents: The compound may exhibit improved solubility in water and other polar solvents due to the hydroxamic acid moiety.
  • Non-Polar Solvents: It might show increased solubility in non-polar organic solvents, given the expansive hydrophobic region provided by the pentoxy chain.
  • pH Dependence: The solubility can change with pH levels due to the ionizable nature of the hydroxamic acid group.

In general, one might encounter varying solubility results depending on the specific environmental conditions. Therefore, careful experimentation is necessary to gauge the practical solubility of this compound in real-world applications.

Interesting facts

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

2-methyl-3-(4-pentoxyphenyl)prop-2-enehydroxamic acid is a fascinating compound that has piqued the interest of many in the field of organic chemistry. This compound belongs to the class of hydroxamic acids, which are known for their unique properties and applications. Here are some intriguing points about this compound:

  • Hydroxamic Acid Functionality: Hydroxamic acids have been widely studied for their role as metal chelators and their potential use in medicinal chemistry. These compounds can form stable complexes with transition metals, making them useful in various applications.
  • Anticancer Potential: Research has indicated that certain hydroxamic acids can exhibit anticancer properties, particularly as inhibitors of histone deacetylases (HDACs). This opens avenues for exploring the therapeutic potential of 2-methyl-3-(4-pentoxyphenyl)prop-2-enehydroxamic acid in cancer treatment.
  • Structure-Activity Relationship (SAR): The presence of the pentoxyphenyl group in the structure suggests that modifications can lead to a variety of biological activities. Exploring different substituents can provide insights into how chemical structure influences biological function in these compounds.
  • Unique Dual Functionality: This compound showcases a dual role that combines both alkene functionality and hydroxamic acid characteristics. This opens up various synthetic pathways for further derivatization, allowing chemists to develop novel compounds with potentially enhanced activity.
  • Research Opportunities: The intricate structure of 2-methyl-3-(4-pentoxyphenyl)prop-2-enehydroxamic acid makes it an appealing target for synthesis and study. It offers rich opportunities for research in organic synthesis, coordination chemistry, and pharmacology.

In summary, 2-methyl-3-(4-pentoxyphenyl)prop-2-enehydroxamic acid is not merely a compound of academic interest but also a potential player in the realm of pharmacological applications. The unique combination of properties attributed to hydroxamic acids could lead to innovative solutions in drug design and development.