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Thiophene-2,5-dicarboxylic acid

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Identification
Molecular formula
C6H4O4S
CAS number
4282-31-9
IUPAC name
thiophene-2,5-dicarboxylic acid
State
State

At room temperature, thiophene-2,5-dicarboxylic acid is typically in a solid state. It is stable under normal conditions and can be stored for extended periods without decomposition.

Melting point (Celsius)
210.00
Melting point (Kelvin)
483.15
Boiling point (Celsius)
442.00
Boiling point (Kelvin)
715.15
General information
Molecular weight
172.16g/mol
Molar mass
170.1730g/mol
Density
1.5415g/cm3
Appearence

Thiophene-2,5-dicarboxylic acid is usually found as a crystalline solid that is white to off-white in color. Its appearance can vary based on its purity and the specific conditions of its preparation and storage.

Comment on solubility

Solubility of Thiophene-2,5-dicarboxylic Acid

Thiophene-2,5-dicarboxylic acid, with the formula C6H6O4S, exhibits interesting solubility characteristics that can be influenced by various factors. Here are some key points regarding its solubility:

  • Polar Nature: The presence of carboxylic acid groups (-COOH) in the structure contributes to the polar nature of the compound, enhancing its solubility in polar solvents such as water.
  • Hydrogen Bonding: The ability to form hydrogen bonds with water molecules significantly improves its solubility, which supports dissolution in aqueous environments.
  • Solvent Variability: While it is soluble in water, its solubility can vary with other solvents:
    • Excellent solubility in alcohols due to similar polar characteristics.
    • Poor solubility in non-polar solvents like hexane, as the non-polar interactions do not favor dissolution.
  • Temperature Effect: Increasing temperature typically increases solubility, which is common for most organic acids.

In summary, thiophene-2,5-dicarboxylic acid demonstrates a strong affinity for polar solvents owing to its functional groups and the capacity to form hydrogen bonds. This unique solubility profile makes it particularly valuable in various chemical applications.

Interesting facts

Interesting Facts about Thiophene-2,5-Dicarboxylic Acid

Thiophene-2,5-dicarboxylic acid is a fascinating compound that plays a significant role in the field of organic chemistry, particularly in materials science and medicinal chemistry.

Key Characteristics

  • This compound contains a thiophene ring, which is a five-membered heterocyclic structure with sulfur and carbon atoms.
  • The presence of two carboxylic acid groups enhances its reactivity, making it a useful precursor in various chemical reactions.
  • Thiophene-2,5-dicarboxylic acid is known for its ability to form stable metal complexes, which can be leveraged in catalysis and sensor development.

Applications

The versatility of thiophene-2,5-dicarboxylic acid can be observed in various fields, including:

  • Organic Synthesis: It acts as a versatile building block for constructing complex organic molecules.
  • Polymer Chemistry: Due to its functional groups, it can participate in polymerization processes, leading to the development of novel materials.
  • Pharmaceuticals: Research indicates that thiophene derivatives may have therapeutic potential, including antibacterial and anti-inflammatory properties.

Research and Innovations

Recent studies have focused on the innovative use of thiophene-2,5-dicarboxylic acid in:

  • **Organic electronics:** where it plays a role in the design of conductive polymers.
  • **Nanomaterials:** enabling the creation of thin films and nanocomposites that exhibit improved electrical and mechanical properties.
  • **Analytical chemistry:** as a derivative in chromatographic methods to enhance separation efficiency.

In summary, thiophene-2,5-dicarboxylic acid is not only a compound of chemical interest due to its structural features but also a significant player in numerous advancements across various scientific disciplines. Its unique chemistry continues to captivate scientists and spark further research into its potential applications.

Synonyms
2,5-Thiophenedicarboxylic acid
THIOPHENE-2,5-DICARBOXYLIC ACID
2,5-Dicarboxythiophene
2,5-Thiophene dicarboxylic acid
UNII-5Q8A2G9Y8A
5Q8A2G9Y8A
EINECS 224-284-2
NSC 81789
NSC-81789
DTXSID7063392
DTXCID1040166
ycgaznxxgktasz-uhfffaoysa-n
4282-31-9
MFCD00016896
Maybridge4_002021
SCHEMBL70493
YSWG415
2.5-Thiophenedicarboxylic acid
2,5-thiophene-dicarboxylic acid
thiophene-2.5-dicarboxylic acid
HMS1526L19
NSC81789
BBL020160
GEO-02317
STK368409
2,5-Thiophenedicarboxylic acid, 99%
AKOS000592865
THIOPHENE-2,5-DICARBOXYLICACID
AC-4925
CS-W017616
FT05977
PS-3266
SB23021
NCGC00177008-02
BP-13472
SY005216
NS00048545
T2347
EN300-16996
AB01326194-02
AF-960/00468047
Q27262737
Z56855146
F3098-3802