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Cyclohexylphenols

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Identification
Molecular formula
C12H16O
CAS number
1131-60-8; 25167-73-3; 1131-61-9
IUPAC name
2-cyclohexylphenol;3-cyclohexylphenol;4-cyclohexylphenol
State
State

Solid at room temperature. Cyclohexylphenols remain as solid crystalline materials under standard conditions.

Melting point (Celsius)
43.00
Melting point (Kelvin)
316.15
Boiling point (Celsius)
314.00
Boiling point (Kelvin)
587.15
General information
Molecular weight
176.25g/mol
Molar mass
176.2540g/mol
Density
1.0884g/cm3
Appearence

Cyclohexylphenols are generally white to light tan crystalline solids or powders. The appearance can slightly vary depending on the specific isomer and purity of the sample.

Comment on solubility

Solubility of Cyclohexylphenols

Cyclohexylphenols, including 2-cyclohexylphenol, 3-cyclohexylphenol, and 4-cyclohexylphenol, exhibit unique solubility characteristics due to their structural properties. Here’s what you need to know:

  • Aromatic Nature: The presence of the phenolic ring contributes to moderate solubility in organic solvents.
  • Hydrophobic Cyclohexyl Group: The cyclohexyl substituent makes these compounds more lipophilic, which can hinder their solubility in polar solvents like water.
  • Temperature Dependency: Solubility can be influenced by temperature; typically, higher temperatures may enhance solubility in organic solvents.
  • Interactions: These compounds may form hydrogen bonds and engage in π-π stacking interactions, enhancing solubility in certain organic solvents.

In conclusion, while cyclohexylphenols are more soluble in non-polar to moderately polar solvents, their solubility in water is quite limited. It is essential to consider the specific substituents and the solvent environment when evaluating their solubility profiles.

Interesting facts

Interesting Facts about Cyclohexylphenols

The family of compounds known as cyclohexylphenols, which includes 2-cyclohexylphenol, 3-cyclohexylphenol, and 4-cyclohexylphenol, represents a fascinating area of study in organic chemistry. These compounds exhibit unique properties and have various applications:

  • Structure and Isomerism: These cyclohexylphenols feature a cyclohexyl group attached to a phenolic ring at different positions (ortho, meta, and para) which leads to distinct chemical behaviors and properties. The placement of the cyclohexyl group can significantly influence the compound's reactivity.
  • Applications: They are often used in the manufacturing of resins, lubricants, and surfactants due to their ability to enhance chemical stability and performance.
  • Biological Activity: Recent research has investigated their potential biological activities, as some derivatives have shown promise in medicinal chemistry, particularly in the development of agrochemicals.
  • Environmental Considerations: As with many organic compounds, understanding cyclohexylphenols is important in evaluating their environmental impact, especially their degradation pathways and toxicity.

Quotes from Researchers

As noted in the literature, "the structural variations of cyclohexylphenols are key to unlocking their diverse chemical behavior." This underscores the importance of molecular structure in predicting the reactivity and application of these compounds.

For students and researchers alike, exploring the nuances of cyclohexylphenols can provide valuable insights into organic synthesis and the design of novel chemical entities. Whether it's in understanding the implications of different substituent positions or uncovering new applications, these compounds remain a vibrant topic within chemical research.