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DIBOA (2,4-dihydroxy-1,4-benzoxazin-3-one)

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Identification
Molecular formula
C7H5NO4
CAS number
578-66-5
IUPAC name
2,4-dihydroxy-1,4-benzoxazin-3-one
State
State

At room temperature, DIBOA is a solid. It is typically found in a powdered or crystalline state and does not exhibit any substantial volatility under standard conditions.

Melting point (Celsius)
153.00
Melting point (Kelvin)
426.15
Boiling point (Celsius)
561.00
Boiling point (Kelvin)
834.15
General information
Molecular weight
167.12g/mol
Molar mass
167.1450g/mol
Density
1.5600g/cm3
Appearence

DIBOA is typically a crystalline solid with a white to off-white appearance. It may also be found in slightly greyish or beige forms depending on its purity and method of synthesis.

Comment on solubility

Solubility of 2,4-dihydroxy-1,4-benzoxazin-3-one

Understanding the solubility of 2,4-dihydroxy-1,4-benzoxazin-3-one is crucial for its applications in various fields, including pharmaceuticals and agrochemicals. Several factors influence its solubility, including:

  • Polar vs. Non-Polar Solvents: This compound tends to be more soluble in polar solvents due to the presence of hydroxyl (–OH) groups which can form hydrogen bonds.
  • Temperature: Solubility generally increases with temperature for many organic compounds, including this one.
  • pH Sensitivity: Being a phenolic compound, the solubility can vary significantly with changes in pH, potentially leading to protonation or deprotonation.

It is often said that "like dissolves like", and therefore, the solubility of 2,4-dihydroxy-1,4-benzoxazin-3-one is enhanced in environments comparable in polarity to its own chemical structure.

In summary, for optimal solubility, consider:

  1. Choosing appropriate solvents, preferably polar ones.
  2. Adjusting the temperature accordingly.
  3. Monitoring and modifying the pH of the solution.

These considerations will help in effectively utilizing 2,4-dihydroxy-1,4-benzoxazin-3-one in various applications.

Interesting facts

Interesting Facts about 2,4-Dihydroxy-1,4-benzoxazin-3-one

2,4-Dihydroxy-1,4-benzoxazin-3-one, often abbreviated as DHBOA, is a fascinating compound that holds a significant place in the realm of natural products and plant chemistry. Here are some intriguing insights about this compound:

  • Natural Occurrence: This compound is primarily found in various plant species, particularly in the Poaceae family, which includes grasses. It is an important metabolite in plants, contributing to their defense mechanisms.
  • Role in Plant Defense: DHBOA serves as a precursor for the biosynthesis of other compounds that exhibit herbicidal and antimicrobial properties. This makes it crucial for plants' survival against pests and pathogens.
  • Chemical Attributes: The structure of DHBOA includes a benzoxazinone moiety, which enhances its biological activity. These compounds can influence both plant and animal biochemistry.
  • Applications in Agriculture: Due to its bioactive nature, research is being conducted on its potential as a natural herbicide. This aligns with the increasing demand for sustainable agricultural practices.
  • Scientific Interest: The compound has gained attention not just for its ecological role but also for its potential implications in medicinal chemistry. Studies suggest that derivatives of benzoxazinones may possess anti-cancer properties, opening avenues for further medication development.

As stated by researchers, "Understanding the pathways of natural product biosynthesis can pave the way to innovative agricultural solutions." Thus, 2,4-dihydroxy-1,4-benzoxazin-3-one presents a remarkable intersection of botany, chemistry, and potential pharmaceutical applications.

Overall, the study of this compound embodies the dynamic relationship between nature's chemistry and its applications in science and industry.

Synonyms
DIBOA
17359-54-5
2,4-Dihydroxy-1,4-benzoxazin-3-one
2,4-Dihydroxy-2H-1,4-benzoxazin-3(4H)-one
2H-1,4-BENZOXAZIN-3(4H)-ONE, 2,4-DIHYDROXY-
2,4-Dihydroxy-1,4-benzoxazinone
DIBOA cpd
CHEBI:63558
4J4378V66G
DTXSID90938409
DTXCID70882870
2,4-dihydroxy-3,4-dihydro-2H-1,4-benzoxazin-3-one
2,4-Dihydroxy-2H-benzo[b][1,4]oxazin-3(4H)-one
BRN 1077308
UNII-4J4378V66G
(+/-)-2,4-Dihydroxy-2H-1,4-benzoxazin-3(4H)-one; (+/-)-DIBOA; 2,4-Dihydroxy-1,4-benzoxazin-3-one; 2,4-Dihydroxy-2H-1,4-benzoxazin-3(4H)-one
SCHEMBL914002
CHEMBL483002
SCHEMBL29999046
(+/-)-DIBOA
AKOS024385513
BD180701
DB-064914
2,4-Dihydroxy-1,4-benzoxanzin-3(4H)-one
ST51036188
G61929
EN300-5268251
2,4-dihydroxy-2H-benzo[e]1,4-oxazaperhydroin-3-one
Q27132689
Z1486012699