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2,5-Dibromothiophene

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Identification
Molecular formula
C4H2Br2S
CAS number
3141-28-0
IUPAC name
2,5-dibromothiophene
State
State

At room temperature, 2,5-dibromothiophene is typically found in a solid state, particularly in a crystalline form.

Melting point (Celsius)
38.00
Melting point (Kelvin)
311.15
Boiling point (Celsius)
224.00
Boiling point (Kelvin)
497.15
General information
Molecular weight
241.92g/mol
Molar mass
241.9030g/mol
Density
2.0190g/cm3
Appearence

2,5-Dibromothiophene is a yellow to brown crystalline solid. It may appear as a powder or in chunk form, and it can emit an aromatic odor.

Comment on solubility

Solubility of 2,5-Dibromothiophene

2,5-Dibromothiophene, with its intriguing structure, exhibits specific solubility characteristics that are essential for its applications in various chemical fields. Understanding its solubility can help predict how it behaves in different environments. Here are some important points:

  • Polarity: The presence of bromine substituents adds polarity to the thiophene ring, influencing its solubility in polar solvents.
  • Solvent Compatibility: 2,5-Dibromothiophene is generally more soluble in organic solvents such as chloroform, ethanol, and acetone, compared to water due to the hydrophobic nature of the thiophene ring.
  • Temperature Influence: As with many organic compounds, solubility can increase with temperature, making it more soluble in heated solvents.
  • Structural Impact: The position of bromine atoms can affect intermolecular interactions, thus altering solubility compared to other related thiophene derivatives.

In summary, while 2,5-dibromothiophene is not soluble in water, its enhanced solubility in organic solvents makes it useful in diverse applications. As the saying goes, "Like dissolves like," and this principle holds true for this compound, illustrating the significant role of molecular structure in solubility.

Interesting facts

Interesting Facts About 2,5-Dibromothiophene

2,5-Dibromothiophene is a fascinating compound that falls into the category of halogenated thiophenes. This chemical has generated significant interest in the field of organic electronics and materials science due to its unique structural properties and potential applications.

Structural Characteristics

Here are some notable aspects of its structure:

  • Heterocyclic Compound: It contains a five-membered ring with sulfur, making it a heterocycle. This feature contributes to its reactivity and electronic properties.
  • Substituent Effects: The presence of bromine atoms at the 2 and 5 positions of the thiophene ring significantly alters the electronic distribution, enhancing its utility in various applications.

Applications in Research

2,5-Dibromothiophene has been intensively studied for multiple applications, including:

  • Organic Electronics: It holds promise in organic semiconductors, especially in organic photovoltaic cells, leading to better energy conversion efficiencies.
  • Sensors: Its unique properties enable its use in sensor technology for detecting various analytes.
  • Pharmaceuticals: The compound and its derivatives are often explored for their potential biological activities, contributing to drug discovery efforts.

Scientific Importance

For chemists, 2,5-dibromothiophene is more than just a compound; it is a gateway to understanding:

  • Reactivity Patterns: Its halogenated structure makes it a good candidate for various chemical reactions, such as nucleophilic substitution.
  • Electronic Properties: The interplay between the bromine substituents and the sulfur atom can lead to intriguing electronic phenomena, making it an excellent subject for theoretical studies.

As researchers continue to uncover the potentials of 2,5-dibromothiophene, it remains a superb example of how structural nuances can yield significant practical applications, embodying the ever-evolving nature of chemical science. Its versatility and adaptability make it a hot topic for ongoing research projects in both academia and industry.

Synonyms
2,5-DIBROMOTHIOPHENE
3141-27-3
Thiophene, 2,5-dibromo-
UNII-F0033K8CXM
F0033K8CXM
NSC 4488
NSC-4488
EINECS 221-547-3
AI3-08106
DTXSID3062863
Thiophene, 2,5dibromo
DTXCID8038358
221-547-3
inchi=1/c4h2br2s/c5-3-1-2-4(6)7-3/h1-2
kbvduuxrxjtajc-uhfffaoysa-n
2,5-dibromo-thiophene
MFCD00005420
NSC4488
Thiophene,5-dibromo-
2,5-bis(bromanyl)thiophene
2,5-Dibromothiophene, 95%
BIDD:GT0086
SCHEMBL147222
CS-D1412
AKOS000119947
AC-4901
PS-7567
DB-015916
A5692
D1549
NS00029088
EN300-19548
D71235
A820842
2,5-Dibromothiophene, Vetec(TM) reagent grade, 94%
Q27277452
73061-85-5