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Methylbenzofuran

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Identification
Molecular formula
C9H8O
CAS number
4265-25-2 (2-methylbenzofuran); 16872-55-2 (4-methylbenzofuran); 4229-40-5 (5-methylbenzofuran); 16426-87-8 (7-methylbenzofuran)
IUPAC name
2-methylbenzofuran;4-methylbenzofuran;5-methylbenzofuran;7-methylbenzofuran
State
State

Methylbenzofurans are typically liquid at room temperature. They possess a relatively low viscosity, which is characteristic of many aromatic ethers.

Melting point (Celsius)
-34.00
Melting point (Kelvin)
239.15
Boiling point (Celsius)
196.00
Boiling point (Kelvin)
469.15
General information
Molecular weight
132.16g/mol
Molar mass
132.1640g/mol
Density
0.9940g/cm3
Appearence

Methylbenzofurans, including 2-methylbenzofuran, 4-methylbenzofuran, 5-methylbenzofuran, and 7-methylbenzofuran, typically appear as colorless to pale yellow liquids. These compounds may darken upon exposure to air or light. They have a characteristic aromatic odor.

Comment on solubility

Solubility of Methylbenzofurans

The solubility of methylbenzofurans, including 2-methylbenzofuran, 4-methylbenzofuran, 5-methylbenzofuran, and 7-methylbenzofuran, can significantly vary based on their molecular structure and polarity. Generally, these compounds exhibit the following solubility characteristics:

  • Polarity: Methylbenzofurans are generally considered to be non-polar due to their aromatic ring structure, which limits their ability to interact with polar solvents.
  • Solvent Compatibility: They tend to be soluble in organic solvents such as:
    • Hexane
    • Toluene
    • Chloroform
  • Water Solubility: These compounds typically show poor solubility in water, making them appropriate for organic phase extractions in laboratory settings.
  • Temperature Effects: The solubility can be affected by temperature, with increased temperatures generally enhancing solubility in organic solvents.

In summary, while methylbenzofurans are versatile compounds, their solubility characteristics lend them to specific applications in organic chemistry where non-polar or weakly polar solvents are employed.

Interesting facts

Interesting Facts about 2-Methylbenzofuran, 4-Methylbenzofuran, 5-Methylbenzofuran, and 7-Methylbenzofuran

The compounds 2-methylbenzofuran, 4-methylbenzofuran, 5-methylbenzofuran, and 7-methylbenzofuran belong to a unique class of heterocyclic compounds known as benzofurans. These compounds are characterized by a fusion of a benzene ring with a furan ring, and this structural combination offers fascinating possibilities in terms of chemical reactivity and applications.

Key Highlights

  • Structural Diversity: The different methyl substitutions at the 2, 4, 5, and 7 positions lead to variations in properties and potential applications. Each isomer can exhibit distinct chemical behavior due to the influence of the methyl group on the electron density and steric effects.
  • Biological Activity: Many benzofuran derivatives have been studied for their biological properties. They appear in various natural products and have been evaluated for their pharmacological activities, making them subjects of interest in medicinal chemistry.
  • Potential Applications: These compounds can serve as precursors or building blocks in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and dye synthesis. Their unique chemical structure makes them valuable for materials science as well.
  • Research & Development: Ongoing research seeks to explore the mechanisms of action for these compounds in biological systems. This includes studies on their possible roles in treating diseases or serving as models for drug design.

As we investigate the properties of these methyl-substituted benzofurans, we uncover a world of possibilities, each contributing their unique fingerprint to the vast landscape of organic chemistry. As a chemistry student, understanding such structures deepens not only our knowledge of chemical interactions but also highlights the importance of molecular geometry in influencing chemical behavior.

In conclusion, the study of 2-methylbenzofuran, 4-methylbenzofuran, 5-methylbenzofuran, and 7-methylbenzofuran not only showcases the elegance of molecular design but also reflects the intricate relationship between structure and function in chemistry. The exploration of these compounds could lead to significant advancements in both chemical research and practical applications.