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DIMBOA

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Identification
Molecular formula
C9H9NO3
CAS number
15893-52-4
IUPAC name
2-hydroxy-3-methyl-1,4-benzoxazin-5-one
State
State

DIMBOA is primarily in a solid state at room temperature.

Melting point (Celsius)
203.00
Melting point (Kelvin)
476.15
Boiling point (Celsius)
302.00
Boiling point (Kelvin)
575.15
General information
Molecular weight
209.20g/mol
Molar mass
209.1960g/mol
Density
1.4563g/cm3
Appearence

DIMBOA presents itself as a colorless, crystalline solid. It typically forms needle-like crystals and is generally odorless. In its pure form, it can also exhibit a slight yellow tint.

Comment on solubility

Solubility of 2-hydroxy-3-methyl-1,4-benzoxazin-5-one

The solubility of 2-hydroxy-3-methyl-1,4-benzoxazin-5-one is influenced by various factors, making it a compound of interest in the realm of chemical studies. Its behavior can be summarized as follows:

  • Polar Characteristics: The presence of hydroxyl (-OH) groups tends to increase the polarity of the molecule, enhancing its solubility in polar solvents such as water.
  • Solvent Interaction: It is often more soluble in organic solvents (e.g., ethanol, methanol) compared to non-polar solvents due to the potential for hydrogen bonding.
  • Environmental Factors: The solubility can also vary with temperature; for instance, higher temperatures typically increase solubility.

Researchers have noted that water solubility can be *limited* due to hydrophobic interactions that may arise from its structural features. Thus, the compound could demonstrate:

  1. Moderate solubility in aqueous solutions
  2. Increased solubility in organic solvents
  3. Dependence on pH levels, affecting its protonation state and consequently its overall solubility

In summary, solubility is a complex characteristic of 2-hydroxy-3-methyl-1,4-benzoxazin-5-one that depends on its interaction with various solvents and environmental conditions. Understanding these factors is crucial for its potential applications in medicinal chemistry and material science.

Interesting facts

Interesting Facts About 2-hydroxy-3-methyl-1,4-benzoxazin-5-one

2-hydroxy-3-methyl-1,4-benzoxazin-5-one, commonly referred to as HMBO, is a fascinating compound primarily derived from plants, particularly in certain species of the Poaceae family, such as maize (corn). This compound has gained attention due to its role in plant defense mechanisms.

Biological Significance

Here are some key points about N-hydroxy-3-methyl-1,4-benzoxazin-5-one:

  • Defense Compound: HMBO is part of a group of natural products known as benzoxazinoids which serve as natural herbicides. These compounds help in deterring herbivores and pathogens.
  • Allelopathy: This compound contributes to allelopathic interactions in plant communities, influencing neighboring plants by inhibiting their growth.
  • Antioxidant Properties: Research indicates that HMBO may exhibit antioxidant properties, potentially contributing to health benefits in humans.

Chemical Characteristics

This compound features a distinctive structure that combines properties of both phenolic and ether functional groups. Its unique configuration allows for various chemical transformations, making it a subject of interest in synthetic organic chemistry.

Applications in Research

In addition to its natural significance, 2-hydroxy-3-methyl-1,4-benzoxazin-5-one is also employed in various research fields:

  • Phytochemistry: It serves as a critical compound for studying plant metabolism and interactions.
  • Material Science: Potential applications in developing biodegradable materials due to its natural origin.
  • Medicinal Chemistry: Ongoing research aims to explore its potential medicinal properties.

As scientists continue to study this intriguing compound, our understanding of its multiple roles in nature and potential applications in technology and medicine will undoubtedly expand. Its remarkable interplay between plants and their environment makes it an essential subject of study in chemical and biological sciences.