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4,5-dibromo-N-(4-bromophenyl)thiophene-2-carboxamide

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Identification
Molecular formula
C11H5Br3NO2S
CAS number
165553-24-2
IUPAC name
4,5-dibromo-N-(4-bromophenyl)thiophene-2-carboxamide
State
State

At room temperature, the compound is in a solid state.

Melting point (Celsius)
192.00
Melting point (Kelvin)
465.15
Boiling point (Celsius)
348.00
Boiling point (Kelvin)
621.15
General information
Molecular weight
433.95g/mol
Molar mass
433.9510g/mol
Density
2.1130g/cm3
Appearence

The compound appears as a light brown to off-white solid.

Comment on solubility

Solubility of 4,5-dibromo-N-(4-bromophenyl)thiophene-2-carboxamide

The solubility of 4,5-dibromo-N-(4-bromophenyl)thiophene-2-carboxamide is influenced by its chemical structure, which contains multiple bromine atoms and a carboxamide functional group. The following aspects are crucial when understanding its solubility:

  • Polarity: The presence of the carboxamide group typically enhances the compound's polarity, which may promote solubility in polar solvents such as water and alcohols.
  • Bromine Atoms: The multiple bromine substitutions can introduce steric hindrance and affect the intermolecular interactions. This may result in lower solubility in nonpolar solvents.
  • Hydrogen Bonding: The carboxamide group can engage in hydrogen bonding with solvent molecules, further assisting dissolution in suitable solvents.
  • Temperature Dependence: Like many organic compounds, solubility may increase with temperature, allowing for better interaction between solute and solvent.

In practical terms, this means the compound is more likely to be soluble in polar organic solvents than in nonpolar ones. When evaluating solubility, one might quote that “solubility is often a delicate balance of structural features and solvent characteristics,” underscoring the complex nature of solvent-solute interactions.

In summary, while the precise solubility value for 4,5-dibromo-N-(4-bromophenyl)thiophene-2-carboxamide can vary under different conditions, its structure suggests a preference for solubility in polar environments.

Interesting facts

Interesting Facts about 4,5-dibromo-N-(4-bromophenyl)thiophene-2-carboxamide

4,5-dibromo-N-(4-bromophenyl)thiophene-2-carboxamide is a fascinating compound in the realm of organic chemistry, particularly due to its structural complexity and potential applications. Here are some noteworthy points about this compound:

  • Unique Structure: The compound features a thiophene ring, which is a five-membered aromatic ring containing sulfur. The presence of bromine substituents at positions 4 and 5 enhances its electronic properties.
  • Reactivity: The introduction of bromine atoms not only influences the compound’s reactivity but also makes it an interesting candidate for further chemical modifications through nucleophilic substitution reactions.
  • Biological Activity: Many thiophene derivatives are known for their biological activity, including antimicrobial and anticancer properties. This makes 4,5-dibromo-N-(4-bromophenyl)thiophene-2-carboxamide a compound of interest in pharmaceutical research.
  • Material Science: Thiophene derivatives are often used in the development of organic semiconductors. Their electronic characteristics make them suitable for applications in organic light-emitting diodes (OLEDs) and organic photovoltaics.
  • Synthetic Pathways: The synthesis of such compounds can involve various methods, including halogenation and coupling reactions, providing students an opportunity to explore diverse synthetic routes in organic chemistry classes.

As emphasized by many chemists: "The complexity of a compound often leads to the discovery of novel properties." This quote captures the essence of studying compounds like 4,5-dibromo-N-(4-bromophenyl)thiophene-2-carboxamide, urging scientists to delve deeper into their potential applications and reactions.

Overall, 4,5-dibromo-N-(4-bromophenyl)thiophene-2-carboxamide is not just another chemical entity; it embodies the intersection of organic synthesis, biological relevance, and material innovation, making it a noteworthy subject of study in modern chemistry.

Synonyms
TIBROFAN
15686-72-3
4,5-dibromo-N-(4-bromophenyl)thiophene-2-carboxamide
DTXSID9046156
2K1U70U1M5
NCGC00160448-01
Tibrofan (USAN/INN)
Tibrofan [USAN:INN]
UNII-2K1U70U1M5
TIBROFAN [USAN]
TIBROFAN [INN]
orb2815199
SCHEMBL2110124
2-Thiophenecarboxamide, 4,5-dibromo-N-(4-bromophenyl)-
CHEMBL1315136
DTXCID7026156
Tox21_111818
AKOS001354723
NCGC00160448-02
4,4',5-Tribromo-2-thiophenecarboxyanilide
CAS-15686-72-3
NS00127256
D06134
SR-01000944960
SR-01000944960-1
Q27254847
Z27785743