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Ethylphenols

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Identification
Molecular formula
C8H10O
CAS number
90-00-6, 620-17-7, 123-07-9
IUPAC name
2-ethylphenol;3-ethylphenol;4-ethylphenol
State
State

At room temperature, ethylphenols are liquids, typically with a slightly viscous consistency.

Melting point (Celsius)
-20.00
Melting point (Kelvin)
253.15
Boiling point (Celsius)
211.00
Boiling point (Kelvin)
484.15
General information
Molecular weight
122.17g/mol
Molar mass
122.1650g/mol
Density
0.9653g/cm3
Appearence

Ethylphenols are typically found as colorless or slightly yellow oily liquids. They have a characteristic phenolic odor.

Comment on solubility

Solubility of Ethylphenol Isomers

The solubility characteristics of the ethylphenol isomers, namely 2-ethylphenol, 3-ethylphenol, and 4-ethylphenol, present a fascinating study in the realm of organic chemistry. These compounds, which are derivatives of phenol with an ethyl group attached at different positions on the benzene ring, exhibit varying solubility in water and organic solvents. Here’s a closer look at their solubility profiles:

  • Water Solubility: All three isomers have limited solubility in water due to their hydrophobic alkyl groups. However, the solubility tends to increase slightly with the position of the ethyl group:
    • 2-ethylphenol: Exhibits somewhat higher solubility compared to others due to intramolecular interactions.
    • 3-ethylphenol: Shows moderate solubility, closely resembling that of 2-ethylphenol.
    • 4-ethylphenol: Generally has the lowest water solubility among the three, as the position of the ethyl group creates steric hindrance.
  • Organic Solubility: In organic solvents, these compounds are relatively soluble, making them amenable to extraction and analysis:
    • They readily dissolve in solvents like ethanol, methanol, and chloroform, which highlight their non-polar characteristics.
    • Solubility in organic solvents can be essential for various applications in chemical synthesis and environmental studies.

In summary, while 2-ethylphenol, 3-ethylphenol, and 4-ethylphenol share some common traits in terms of structure, their solubility varies significantly based on the position of the ethyl group. Understanding these differences is vital for their applications in both industrial and laboratory settings.

Interesting facts

Interesting Facts about Ethylphenols

Ethylphenols are a group of aromatic organic compounds that are derived from phenol through the substitution of an ethyl group. They come in three isomeric forms: 2-ethylphenol, 3-ethylphenol, and 4-ethylphenol, each differing in the position of the ethyl group on the phenol ring. These compounds are notable for their unique properties and applications.

Key Characteristics of Ethylphenols

  • Biological Relevance: Ethylphenols are known for their role in the biochemical processes of certain microorganisms, particularly in the production of aromatic compounds used in flavors and fragrances.
  • Industrial Uses: These compounds are used in the manufacture of pesticides, disinfectants, and resins. Their aromatic nature contributes to the formulation of various chemical products.
  • Aromatic Compounds: The presence of the ethyl group enhances the aromaticity and potential reactivity of the phenolic compound, making ethylphenols more versatile in synthetic applications.

Environmental Impact

Ethylphenols can also justify the need for careful monitoring due to their potential environmental impacts:

  • Pollution: They are considered environmental pollutants and can be released into waterways from agricultural runoff and industrial processes.
  • Toxicity: Some studies indicate that certain ethylphenols may exhibit toxic effects on aquatic life, warranting attention in environmental safety assessments.

In the World of Chemistry

In the context of organic chemistry, ethylphenols provide an interesting case study in isomerism and reactivity:

  • Isomeric Nature: The three isomers of ethylphenol exhibit varying reactivity and properties, making them prime subjects for reaction mechanism studies.
  • Synthetic Pathways: Understanding how these compounds can be synthesized and modified opens doors to the development of new materials and chemical processes.

In conclusion, the study of 2-ethylphenol, 3-ethylphenol, and 4-ethylphenol provides a fascinating glimpse into the realm of organic compounds, bridging biology, chemistry, and environmental science. As one explores these compounds further, they reveal not only their industrial significance but also the intricate nature of their chemical behavior.