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Coumarin-2-carboxylic acid

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Identification
Molecular formula
C10H6O4
CAS number
531-81-7
IUPAC name
2-hydroxychromene-2-carboxylic acid
State
State

At room temperature, Coumarin-2-carboxylic acid is a solid.

Melting point (Celsius)
229.00
Melting point (Kelvin)
502.00
Boiling point (Celsius)
462.60
Boiling point (Kelvin)
735.80
General information
Molecular weight
192.17g/mol
Molar mass
192.1650g/mol
Density
1.4500g/cm3
Appearence

Coumarin-2-carboxylic acid typically appears as a white to pale yellow crystalline powder. The compound may exhibit slight fluorescence under ultraviolet light due to the presence of the coumarin structure.

Comment on solubility

Solubility of 2-Hydroxychromene-2-Carboxylic Acid (C10H6O4)

2-Hydroxychromene-2-carboxylic acid, known for its unique structure, demonstrates intriguing solubility characteristics. Here are some key points regarding its solubility:

  • Aqueous Solubility: This compound exhibits moderate solubility in water, primarily due to the presence of its carboxylic acid group, which can form hydrogen bonds with water molecules.
  • Solvent Compatibility: 2-Hydroxychromene-2-carboxylic acid tends to be more soluble in organic solvents such as ethanol, dimethyl sulfoxide (DMSO), and acetone, making it a versatile compound for various applications.
  • pH Dependence: Its solubility can change with pH levels; at lower pH, the compound may exist in its protonated form, enhancing solubility in aqueous solutions.
  • Influence of Temperature: Increased temperature generally enhances solubility for organic compounds, and this is likely true for 2-hydroxychromene-2-carboxylic acid as well.

Overall, while 2-hydroxychromene-2-carboxylic acid has a fair degree of solubility in water, its behavior in various solvents and under different conditions highlights its potential utility across a range of chemical applications. As noted, "Understanding solubility is key to unlocking the potential of organic compounds." This insight is particularly relevant for chemists looking to harness the functional properties of such compounds in laboratory and industrial settings.

Interesting facts

Interesting Facts about 2-Hydroxychromene-2-Carboxylic Acid

2-Hydroxychromene-2-carboxylic acid, often recognized for its unique structure and properties, is a fascinating compound in the realm of organic chemistry. Here are some aspects that highlight its significance:

  • Structural Features: This compound is characterized by a chromene framework, which consists of a fused benzene and pyran ring. The incorporation of both a hydroxyl (-OH) group and a carboxylic acid (-COOH) group contributes to its reactivity and potential applications in various chemical reactions.
  • Biological Activity: Research indicates that derivatives of 2-hydroxychromene-2-carboxylic acid may exhibit significant biological activities, including antioxidant and anti-inflammatory properties. This makes it a valuable compound in medicinal chemistry.
  • Potential Applications: Due to its structural motifs, it has potential applications in the development of pharmaceuticals, agrochemicals, and materials science. Its ability to modulate biological processes opens avenues for further exploration in drug development.
  • Natural Occurrence: Compounds related to this structure are often found in various plant species, where they may play a role in the defense mechanisms of the plants against pests and diseases.
  • Synthetic Pathways: The synthesis of 2-hydroxychromene-2-carboxylic acid can be achieved through various organic reactions, which often include cyclization processes that offer insight into the importance of reaction mechanisms in organic synthesis.

In summary, 2-hydroxychromene-2-carboxylic acid is not only a remarkable compound due to its structure but also due to its implications in fields ranging from medicinal chemistry to agricultural sciences. As scientists continue to explore its properties and applications, this compound stands out as a focus of interest for future research.

Synonyms
2-hydroxychromene-2-carboxylic acid
2-hydroxy-2H-chromene-2-carboxylic acid
60951-26-0
CHEBI:28992
DTXSID90274278
6917-75-5
SCHEMBL2933957
DTXCID20225758
DTXSID40988878
2-hydroxychromene-2-car-boxylic acid
PD038720
2-Hydroxy-2H-1-benzopyran-2-carboxylic acid
C06204
Q27104012