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tert-Butylphenol Isomers

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Identification
Molecular formula
C10H14O
CAS number
88-18-6 (2-tert-butylphenol); 585-34-2 (3-tert-butylphenol); 98-54-4 (4-tert-butylphenol)
IUPAC name
2-tert-butylphenol;3-tert-butylphenol;4-tert-butylphenol
State
State

These compounds can be found in solid or liquid form at room temperature depending on the isomer and conditions.

Melting point (Celsius)
52.00
Melting point (Kelvin)
325.15
Boiling point (Celsius)
231.00
Boiling point (Kelvin)
504.15
General information
Molecular weight
150.22g/mol
Molar mass
150.2200g/mol
Density
0.9904g/cm3
Appearence

2-tert-butylphenol, 3-tert-butylphenol, and 4-tert-butylphenol are colorless to pale yellow solids or liquids with a phenolic odor. Their appearance may vary slightly depending on their specific structure.

Comment on solubility

Solubility of TerButylphenols

The solubility characteristics of the compounds 2-tert-butylphenol, 3-tert-butylphenol, and 4-tert-butylphenol exhibit interesting trends due to their structural similarities and variations in isomerism. These phenolic compounds feature a bulky tert-butyl group that significantly influences their solubility in different solvents.

General Solubility Trends

  • Polar Solvents: These compounds tend to have limited solubility in polar solvents like water. The large hydrophobic tert-butyl group reduces the compound's overall polarity, hence disrupting hydrogen bonding with water molecules.
  • Non-Polar Solvents: Conversely, they dissolve well in non-polar organic solvents such as hexane and toluene, primarily due to similar intermolecular forces.
  • Temperature Effects: The solubility of these phenols can vary with temperature; typically, higher temperatures can increase solubility in organic mediums.

It is intriguing to note that:

  • • 2-tert-butylphenol may display different solubility behavior compared to its para and meta counterparts due to steric hindrance.
  • • 3-tert-butylphenol is often slightly more soluble in organic solvents than the others due to less steric interference.
  • • 4-tert-butylphenol's symmetrical structure may enhance its solubility slightly in certain solvents.

In conclusion, the solubility of 2-tert-butylphenol, 3-tert-butylphenol, and 4-tert-butylphenol varies significantly based on the solvent nature and specific structural attributes. Exploring these solubility trends can shed light on their potential applications in chemical processes and formulations.

Interesting facts

Interesting Facts about Ter t-Butylphenols

Ter t-butylphenols are a fascinating group of chemical compounds, primarily known for their use in various industrial applications and their unique properties. They are derivatives of phenol where a tert-butyl group is attached to the phenolic ring at different positions. Here are some intriguing aspects of these compounds:

Types of Ter t-Butylphenols

  • 2-tert-butylphenol: This compound is often used as an intermediate in the synthesis of several industrial chemicals and can enhance the solubility of certain substances.
  • 3-tert-butylphenol: Known for its role in modifying polymer properties, this specific isomer can alter the physical characteristics of plastics, making them more durable.
  • 4-tert-butylphenol: This variant is primarily employed as a stabilizer in the production of high-temperature resins and coatings, contributing to their longevity and efficiency.

Properties and Uses

The structural variations in the location of the tert-butyl group give rise to different reactivities and properties. Here are some key points:

  • Industrial Applications: They are frequently used as antioxidants and stabilizers in plastics, lubricants, and rubber.
  • Research: Scientists study these compounds for their potential applications in pharmaceuticals and agrochemicals.
  • Environmental Considerations: The environmental impact of these compounds is under scrutiny, leading researchers to explore safer alternatives.

Health and Safety

While these compounds play a significant role in industrial processes, it’s important to note the following regarding health and safety:

  • Exposure to high concentrations may lead to irritation of the skin, eyes, and respiratory tract.
  • Proper handling and personal protective equipment are essential to minimize health risks.

In conclusion, ter t-butylphenols present a rich tapestry of applications and are a subject of ongoing research due to their versatile chemical properties. Their position on the phenolic ring dictates their functionality, making them unique and valuable in various scientific and industrial contexts.