Skip to main content

Disperse Orange 3

ADVERTISEMENT
Identification
Molecular formula
C12H10N4O3
CAS number
730-40-5
IUPAC name
6-(4-hydroxyphenyl)azo-1H-pyrimidine-2,4-dione
State
State

At room temperature, the compound is a solid. It is stable in its powdered form but should be protected from excessive light and heat to prevent decomposition.

Melting point (Celsius)
284.00
Melting point (Kelvin)
557.15
Boiling point (Celsius)
350.00
Boiling point (Kelvin)
623.15
General information
Molecular weight
256.23g/mol
Molar mass
256.2290g/mol
Density
1.4298g/cm3
Appearence

The compound appears as an orange powder or crystals. The vibrant hue is typically orange to yellowish-orange depending on particle size and concentration. It tends to darken upon exposure to light, especially in an unprotected environment.

Comment on solubility

Solubility of 6-(4-hydroxyphenyl)azo-1H-pyrimidine-2,4-dione

The solubility of 6-(4-hydroxyphenyl)azo-1H-pyrimidine-2,4-dione is influenced by several factors, including its molecular structure and the presence of functional groups. Here are some important considerations regarding its solubility:

  • Polarity: The presence of a hydroxyl group (-OH) on the aromatic ring enhances the polarity of the compound, which can improve solubility in polar solvents such as water.
  • Hydrogen Bonding: The ability of the hydroxyl group to engage in hydrogen bonding further contributes to its solubility in aqueous solutions, making it more likely to dissolve than non-polar compounds.
  • Aromatic Character: The azo group (-N=N-) and the pyrimidine ring introduce aromatic characteristics that may lead to decreased solubility in highly polar environments, but they also may allow for solubility in organic solvents.
  • Temperature Effect: Like many organic compounds, the solubility of 6-(4-hydroxyphenyl)azo-1H-pyrimidine-2,4-dione may increase with temperature, making it advisable to consider this factor in practical applications.

In conclusion, while 6-(4-hydroxyphenyl)azo-1H-pyrimidine-2,4-dione exhibits good solubility characteristics due to its functional groups, the extent of solubility will vary based on the solvent used and environmental conditions. Thus, careful consideration of these properties is essential for effective usage in chemical applications.

Interesting facts

Interesting Facts About 6-(4-Hydroxyphenyl)azo-1H-pyrimidine-2,4-dione

6-(4-Hydroxyphenyl)azo-1H-pyrimidine-2,4-dione, often referred to as a derivative of pyrimidine, presents an intriguing study in the realm of organic chemistry. Known for its azo group, this compound plays a significant role in various applications ranging from dyes to pharmaceuticals.

Chemical Structure and Properties

The compound's interesting structure features:

  • A pyrimidine ring, which is foundational in many biological compounds.
  • An azo group (-N=N-), known for its vivid coloration, making it essential in dyeing and pigment applications.
  • A hydroxyl group (–OH) that enhances its interaction with biological systems.

Applications

This compound has a wide range of applications, including:

  • Dyes and Pigments: The azo group provides brilliant colors, making it valuable in the textile industry.
  • Pharmaceuticals: As a part of drug design, it can interact with biological systems, potentially leading to therapeutic effects.
  • Biological Research: The compound can also serve as a reagent in various biochemical assays.

Research and Future Prospects

Researchers are continually exploring the potential of 6-(4-hydroxyphenyl)azo-1H-pyrimidine-2,4-dione:

  • Its role in cancer treatment, owing to its ability to interact with cellular mechanisms.
  • The development of new synthetic approaches to enhance its efficacy and reduce side effects.
  • Investigation into derivatives that might provide improved properties for specific applications.

In conclusion, 6-(4-hydroxyphenyl)azo-1H-pyrimidine-2,4-dione exemplifies the intersection of organic chemistry and practical application, showcasing the beauty of chemical innovation. As the field of chemistry advances, compounds like this will likely continue to shape various industries and enhance our understanding of molecular interactions.

Synonyms
HYDROXYPHENYLAZOURACIL
29050-86-0
6-(4-Hydroxyphenylazo)uracil
NSC-194250
WE3ADR6JZF
Uracil, 6-((p-hydroxyphenyl)azo)-
Uracil, 6-[(p-hydroxyphenyl)azo]-
NSC-677287
DTXSID801194399
6-[2-(4-Hydroxyphenyl)diazenyl]-2,4(1H,3H)-pyrimidinedione
6-(2-(4-Hydroxyphenyl)diazenyl)-2,4(1H,3H)-pyrimidinedione
RefChem:306485
DTXCID301625640
NSC194250
2,4(1H,3H)-Pyrimidinedione, 6-[2-(4-hydroxyphenyl)diazenyl]-
NSC677287
6-((4-Hydroxyphenyl)diazenyl)-2,4-pyrimidinediol
6-[(4-hydroxyphenyl)diazenyl]-1H-pyrimidine-2,4-dione
6-((p-Hydroxyphenyl)azo)uracil
NSC 194250
BRN 0919894
NCIStruc1_000661
NCIStruc2_001822
5-25-18-00244 (Beilstein Handbook Reference)
6-(p-hydroxyphenylazo)-uracil
SCHEMBL8145876
SCHEMBL8145877
CHEMBL1742076
CHEMBL1985422
2,4(1H,3H)-Pyrimidinedione, 6-((4-hydroxyphenyl)azo)-
CCG-38070
NCGC00014544
NCI194250
6-[2-(4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]-1H-pyrimidine-2,4-dione
NCGC00014544-02
NCGC00097648-01
NCI60_001621
6-(p-hydroxyphenylazo)-2,4-dihydroxypyrimidine
2,3H)-Pyrimidinedione, 6-[(4-hydroxyphenyl)azo]-
6-[(E)-(4-hydroxyphenyl)azo]pyrimidine-2,4-diol