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Dibromophenols

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Identification
Molecular formula
C6H4Br2O
CAS number
.
IUPAC name
2,3-dibromophenol;2,4-dibromophenol;2,6-dibromophenol;3,4-dibromophenol;3,5-dibromophenol
State
State

At room temperature, dibromophenols are typically solid. They can be crystalline in nature, and many of them exhibit polymorphism.

Melting point (Celsius)
56.00
Melting point (Kelvin)
329.15
Boiling point (Celsius)
280.00
Boiling point (Kelvin)
553.15
General information
Molecular weight
251.90g/mol
Molar mass
251.9040g/mol
Density
2.0000g/cm3
Appearence

Dibromophenols typically appear as white to light yellow crystalline solids. These compounds can have a distinct phenolic odor. The exact appearance can vary slightly between the different isomers.

Comment on solubility

Solubility of Dibromophenols

When exploring the solubility of dibromophenols, it is essential to consider the general characteristics and structural features of these compounds. The solubility of each dibromophenol variant can vary significantly based on:

  • Substituent Position: Variations in the position of bromine atoms on the phenolic ring can influence solubility. For instance, at positions 2,3; 2,4; 2,6; 3,4; and 3,5, the steric hindrance and electronic effects come into play, affecting how well these compounds dissolve in various solvents.
  • Solvent Type: These compounds are generally more soluble in organic solvents such as alcohols, ethers, and chloroform than in water due to their non-polar characteristics. However, polar solvents can interact through hydrogen bonding due to the presence of the hydroxyl (-OH) group.
  • Temperature: The solubility typically increases with temperature, making it critical to consider the specific thermal conditions when experimenting with these compounds.

In summary, while 2,3-dibromophenol, 2,4-dibromophenol, 2,6-dibromophenol, 3,4-dibromophenol, and 3,5-dibromophenol all exhibit intriguing characteristics, their solubility can be complex and is influenced by multiple factors. The intriguing nature of their varying solubility profiles makes them fascinating compounds for study in both organic and medicinal chemistry.

Interesting facts

Interesting Facts About Dibromophenols

Dibromophenols are a fascinating class of chemical compounds derived from phenol, where two bromine atoms substitute hydrogen atoms on the aromatic ring. Here are some remarkable aspects of these compounds:

  • Diversity in Substitution: Each isomer of dibromophenol, such as 2,3-dibromophenol, 2,4-dibromophenol, 2,6-dibromophenol, 3,4-dibromophenol, and 3,5-dibromophenol, offers unique properties and reactivity due to the different positions of bromine substitution. This positional variation significantly influences their chemical behavior.
  • Environmental Relevance: Many dibromophenols are studied for their environmental impact. They can be formed during the degradation of certain flame retardants and may pose ecological risks, depending on their concentration and persistence in biological systems.
  • Biological Activity: Some dibromophenols exhibit biological activities, including antimicrobial properties. For instance, certain isomers have shown potential in inhibiting the growth of pathogens, making them of interest in pharmaceutical research.
  • Analytical Applications: Dibromophenols play a critical role in organic synthesis and analytical chemistry. Due to their unique reactivity, they are used as intermediates in the synthesis of a broader array of chemical compounds.
  • Industrial Importance: These compounds find applications in the dye industry, where they serve as precursors for various dyes and pigments. The bromine substituents enhance the stability and color properties of the final products.

As remarked by many chemists, "The study of halogenated phenols unlocks a myriad of pathways in both organic synthesis and environmental safety." Understanding dibromophenols not only gives insights into their chemical behavior but also aids in the development of safer, greener chemicals in various applications.

In Summary

Dibromophenols showcase the complexity and importance of substituted phenolic compounds in both *industrial* and *environmental chemistry*. Their diverse applications and significance in biological systems make them worthwhile subjects for ongoing research.

Synonyms
SCHEMBL386017