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Chlorohydroquinone (including isomers)

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Identification
Molecular formula
C6H4Cl2O2
CAS number
, ,
IUPAC name
3,4-dichlorobenzene-1,2-diol;3,5-dichlorobenzene-1,2-diol;3,6-dichlorobenzene-1,2-diol
State
State

These compounds are typically solid at room temperature due to their crystalline structure. They are relatively stable but can be sensitive to light and prolonged exposure may lead to degradation.

Melting point (Celsius)
172.00
Melting point (Kelvin)
445.15
Boiling point (Celsius)
312.00
Boiling point (Kelvin)
585.15
General information
Molecular weight
179.00g/mol
Molar mass
179.0020g/mol
Density
1.5810g/cm3
Appearence

Chlorohydroquinones are generally white to light brown crystalline solids. The dichloro-substituted hydroquinones like 3,4-dichlorobenzene-1,2-diol, 3,5-dichlorobenzene-1,2-diol, and 3,6-dichlorobenzene-1,2-diol appear as crystalline substances, which may vary slightly in tone based on purity and specific isomeric form.

Comment on solubility

Solubility of 3,4-dichlorobenzene-1,2-diol; 3,5-dichlorobenzene-1,2-diol; 3,6-dichlorobenzene-1,2-diol

The compounds 3,4-dichlorobenzene-1,2-diol, 3,5-dichlorobenzene-1,2-diol, and 3,6-dichlorobenzene-1,2-diol are characterized by their unique molecular structures, which influence their solubility properties. Here are some key points regarding their solubility:

  • Polarity: The presence of hydroxyl (–OH) groups in these compounds increases their polarity, enhancing their ability to interact with polar solvents such as water.
  • Hydrogen Bonding: Hydroxyl groups allow for hydrogen bonding with water molecules, which typically leads to increased solubility.
  • Chlorine Substitution: The chlorine atoms attached to the benzene ring can affect solubility, as their electronegativity can disrupt the stabilization of solvation shells. This might allow for a varied solubility between the different structural isomers.
  • Solvent Choice: These compounds are understood to be more soluble in polar organic solvents (like ethanol or methanol) than in nonpolar solvents (like hexane).
  • Isomer Differences: When compared, each isomer (3,4-; 3,5-; and 3,6-dichlorobenzene-1,2-diol) might exhibit slight variances in solubility due to differences in sterics and electronic effects.

In summary, while these compounds are likely to be soluble in water and various polar solvents due to their functional groups, the precise solubility can vary significantly based on molecular structure and solvent characteristics. As the scientist Korner once said, "The solubility profile of compounds reveals more than just their ability to dissolve—it tells a story of their interactions and potential behaviors."

Interesting facts

3,4-Dichlorobenzene-1,2-diol; 3,5-Dichlorobenzene-1,2-diol; 3,6-Dichlorobenzene-1,2-diol

The compounds 3,4-dichlorobenzene-1,2-diol, 3,5-dichlorobenzene-1,2-diol, and 3,6-dichlorobenzene-1,2-diol are notable for their unique structural characteristics and potential applications in various fields of science and industry. Their structural diversity offers opportunities for exploration in both academic and practical avenues.

Common Features

  • All three compounds feature a benzene ring with two hydroxyl groups and two chlorine substituents.
  • The positions of the chlorine atoms significantly influence the physicochemical properties and biological activities of these compounds.
  • These compounds are classified as diaryl diols, which means they hold potential in synthetic and medicinal chemistry.

Unique Applications

  • Pesticides and Herbicides: Their chlorinated structure enhances biological activity, making them suitable candidates in agricultural applications.
  • Antioxidants: Some studies suggest that certain isomers may exhibit antioxidant properties, contributing to potential health benefits.
  • Analytical Chemistry: They may serve as useful standards in methods like chromatography due to their clear separation and identification characteristics.

Environmental Considerations

It is crucial to consider the environmental impact of chlorinated compounds. Persistence in the environment and potential toxicity to aquatic life highlight the need for careful assessment in their usage and management.

Conclusion

In conclusion, 3,4-dichlorobenzene-1,2-diol, 3,5-dichlorobenzene-1,2-diol, and 3,6-dichlorobenzene-1,2-diol exemplify the intricate interplay between structure and function in chemical compounds. As science advances, further research may unveil even more fascinating applications and implications for these valuable compounds.