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Dichlorophenol

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Identification
Molecular formula
C6H4Cl2O
CAS number
.
IUPAC name
2,3-dichlorophenol;2,4-dichlorophenol;2,5-dichlorophenol;2,6-dichlorophenol;3,5-dichlorophenol
State
State

In most ambient temperature conditions, dichlorophenols can be found as a crystalline solid.

Melting point (Celsius)
42.00
Melting point (Kelvin)
315.00
Boiling point (Celsius)
211.00
Boiling point (Kelvin)
484.00
General information
Molecular weight
163.00g/mol
Molar mass
163.0020g/mol
Density
1.3870g/cm3
Appearence

Dichlorophenols are typically white to light yellow crystalline solids. They have a phenolic odor that can be quite strong and are generally crystalline in appearance.

Comment on solubility

Solubility of Dichlorophenols

The dichlorophenol compounds, namely 2,3-dichlorophenol, 2,4-dichlorophenol, 2,5-dichlorophenol, 2,6-dichlorophenol, and 3,5-dichlorophenol, exhibit interesting solubility characteristics that are primarily influenced by their molecular structures and the presence of chlorine substituents.

General Solubility Trends

These compounds typically show varying degrees of solubility in water and organic solvents, which can be summarized as follows:

  • Polar Nature: The presence of -OH (hydroxyl) groups enhances solubility in polar solvents such as water.
  • Chlorine Atoms: The chlorine substituents can create steric hindrance and increase hydrophobicity, thus impacting solubility.
  • Saturation Effect: As the number of chlorine atoms increases, the solubility in water may decrease, reflecting the balance between hydrophilic (water-attracting) and hydrophobic (water-repelling) forces.

Specific Solubility Insights

More specifically, it's observed that:

  • 2,4-Dichlorophenol: Generally demonstrates good solubility in water due to the favorable positioning of the hydroxyl group relative to chlorine atoms.
  • 2,6-Dichlorophenol: Tends to be less soluble in water owing to the steric hindrance induced by two adjacent chlorine atoms.
  • 2,3-Dichlorophenol: Displays moderate solubility in water, reflecting a balance between its polar functional groups and chlorine atoms.

In summary, the solubility of these dichlorophenols showcases a balance between their polar and nonpolar characteristics. As stated, "Solubility is not simply a measure of the amount that can dissolve, but a reflection of molecular interactions and structural configurations." Understanding these solubility dynamics is crucial for their application in various chemical processes.

Interesting facts

Interesting Facts about Dichlorophenols

Dichlorophenols, represented by names like 2,3-dichlorophenol, 2,4-dichlorophenol, 2,5-dichlorophenol, 2,6-dichlorophenol, and 3,5-dichlorophenol, are fascinating compounds in the world of chemistry. Here are some remarkable aspects of these chlorinated phenols:

  • Versatile Chemical Behavior: Dichlorophenols exhibit varied chemical properties based on their substitution pattern. Each isomer demonstrates unique reactivity, making them subjects of extensive study in organic synthesis.
  • Industrial Significance: These compounds are vital in the production of herbicides, pesticides, and antiseptics. In particular, 2,4-dichlorophenol is known for its application in the synthesis of 2,4-dichlorophenoxyacetic acid (2,4-D), one of the most widely used herbicides.
  • Environmental Concerns: Despite their utility, several dichlorophenols are recognized as environmental pollutants. Their persistence in the environment raises concerns regarding soil and water contamination.
  • Health Aspects: Some of these compounds can be harmful, leading to health issues upon exposure. Studies indicate potential endocrine-disrupting effects, making safety measures paramount in handling.
  • Research Potential: Ongoing research delves into the effects of dichlorophenols on ecosystems and potential degradation methods to mitigate environmental impact. Scientists are exploring bioremediation pathways to break down these persistent compounds.

As you explore the world of dichlorophenols, consider their dual role as valuable industrial intermediates and environmental challenges. Their unique properties make them crucial in both chemical research and environmental science, embodying the complexities within chemistry.

Synonyms
SCHEMBL134756