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2,3-Dimethylthiophene

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Identification
Molecular formula
C6H8S
CAS number
16664-06-9
IUPAC name
2,3-dimethylthiophene;2,4-dimethylthiophene
State
State

At room temperature, 2,3-Dimethylthiophene is a liquid.

Melting point (Celsius)
-70.00
Melting point (Kelvin)
203.15
Boiling point (Celsius)
146.40
Boiling point (Kelvin)
419.60
General information
Molecular weight
112.20g/mol
Molar mass
112.2020g/mol
Density
0.9723g/cm3
Appearence

2,3-Dimethylthiophene is a colorless liquid with a distinctive sulfurous and slightly aromatic odor. It can appear somewhat oily and is usually transparent. There might be slight impurities that give it a pale yellow tint.

Comment on solubility

Solubility of 2,3-Dimethylthiophene and 2,4-Dimethylthiophene

The solubility characteristics of 2,3-dimethylthiophene and 2,4-dimethylthiophene are intriguing due to their similar structural features, yet differing positions of the methyl groups on the thiophene ring. Here are some key points to consider:

  • Polarity: Both compounds possess low polarity because of the thiophene ring's aromatic nature combined with the alkyl groups.
  • Solvent Compatibility: They are expected to be soluble in non-polar or weak polar solvents like hexane or dichloromethane, allowing them to mix well with other hydrocarbons.
  • Water Solubility: Due to their hydrophobic characteristics, the solubility of these compounds in water is likely to be very low, making them more suitable for organic solvents.
  • Temperature Effects: Solubility may increase with temperature for these compounds, as with many organic compounds, due to the disruption of intermolecular forces.

In summary, the solubility of 2,3-dimethylthiophene and 2,4-dimethylthiophene demonstrates the interesting balance between molecular structure and solvent interactions, which is fundamental in predicting their behavior in various chemical applications.

Interesting facts

Interesting Facts about 2,3-Dimethylthiophene and 2,4-Dimethylthiophene

2,3-Dimethylthiophene and 2,4-Dimethylthiophene are unique derivatives of thiophene that exhibit fascinating chemical properties and applications. As vibrant members of the thiophene family, these compounds are often studied in both academic and industrial contexts due to their distinctive structures and characteristics.

Unique Structural Features

Both compounds showcase the following notable features:

  • Substituent Positioning: The methyl groups in 2,3-Dimethylthiophene are positioned on the second and third carbon atoms of the thiophene ring, whereas in 2,4-Dimethylthiophene, they occupy the second and fourth positions. This alteration in positioning can greatly influence their chemical reactivity and physical properties.
  • Planar Structure: The planar structure of these compounds facilitates effective π-π stacking interactions, which can influence their behavior in various chemical environments.

Reactivity and Applications

These dimethylthiophenes are notable for their reactivity:

  • Electrophilic Substitution: Both compounds are prone to electrophilic aromatic substitution reactions, making them valuable intermediates in the synthesis of more complex organic molecules.
  • Material Science: They are increasingly used in the development of organic electronics, including organic photovoltaic cells and light-emitting diodes, due to their semiconducting properties.

Biological Relevance

On top of their chemical significance, 2,3-Dimethylthiophene and 2,4-Dimethylthiophene also attract attention in biological studies:

  • Potential Antimicrobial Activity: Research suggests that thiophene derivatives may exhibit antimicrobial properties, prompting investigations into their efficacy against various pathogens.
  • Pharmacological Potential: The diverse reactivity of thiophenes has led to studies exploring their potential as scaffolds for drug design.

In conclusion, 2,3-Dimethylthiophene and 2,4-Dimethylthiophene exemplify the intriguing complexities of thiophene derivatives, bridging gaps between organic chemistry, material science, and biological research. Their unique properties continue to inspire scientists and chemists alike as they delve deeper into the world of heterocycles.

Synonyms
28632-15-7
2,3-Dimethylthiophene--2,4-dimethylthiophene (1/1)
SCHEMBL30420548
DTXSID90951299