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Isatinic acid

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Identification
Molecular formula
C9H5NO4
CAS number
5582-59-4
IUPAC name
5,6-dioxo-2,4-dihydro-1H-indole-2-carboxylic acid
State
State

Isatinic acid is a solid under room temperature conditions.

Melting point (Celsius)
257.00
Melting point (Kelvin)
530.00
Boiling point (Celsius)
380.00
Boiling point (Kelvin)
653.00
General information
Molecular weight
179.14g/mol
Molar mass
179.1410g/mol
Density
1.5600g/cm3
Appearence

Isatinic acid typically appears as a yellow to yellow-orange crystalline powder.

Comment on solubility

Solubility of 5,6-dioxo-2,4-dihydro-1H-indole-2-carboxylic acid (C9H5NO4)

The solubility of 5,6-dioxo-2,4-dihydro-1H-indole-2-carboxylic acid is a fascinating topic, particularly due to its unique structure and functional groups. Understanding its solubility characteristics can be crucial for applications in various fields, including pharmaceuticals and materials science.

Key Points on Solubility:

  • Solubility in Water: This compound exhibits moderate solubility in water owing to its carboxylic acid group which can interact with water through hydrogen bonding.
  • Solubility in Organic Solvents: It tends to be more soluble in organic solvents like ethanol and methanol. This is largely due to its hydrophobic aromatic nature which prefers a non-polar environment.
  • pH Dependency: The solubility can be pH-dependent. In basic conditions, the carboxylic acid group might deprotonate, enhancing water solubility.
  • Temperature Influence: Increasing temperature generally increases solubility; thus, heating can be used to improve dissolution rates.

In summary, the solubility of 5,6-dioxo-2,4-dihydro-1H-indole-2-carboxylic acid is influenced by its molecular structure and the surrounding environment. The combination of polar and non-polar characteristics allows it to dissolve in both water and organic solvents, which is noteworthy for its potential applications.

Interesting facts

Interesting Facts About 5,6-Dioxo-2,4-dihydro-1H-indole-2-carboxylic Acid

5,6-Dioxo-2,4-dihydro-1H-indole-2-carboxylic acid is an intriguing compound, especially within the realm of organic chemistry and medicinal research. Here are some captivating aspects of this molecule:

  • Diverse Applications: This compound is noted for its potential in pharmaceutical applications, particularly as an intermediate in the synthesis of various biologically active compounds. Researchers are exploring its utility for developing novel drugs.
  • Structural Significance: The indole structure, present in this compound, is common in many natural products and pharmaceuticals. Indoles are known for their role in biological activities, making this compound structurally significant.
  • Reactivity: The presence of the dione functional groups (5,6-dioxo) indicates that this compound may participate in various reactions, such as nucleophilic additions and cycloadditions, providing pathways for synthetic chemists.
  • Chemical Versatility: The carboxylic acid moiety serves not only as a functional group for further derivatization but also enhances solubility in polar solvents, facilitating reactions in medicinal chemistry.
  • Research Interest: Studies have suggested that indole derivatives possess a wide range of biological activities, including anti-inflammatory, antibacterial, and antiviral properties. This attribute makes compounds like 5,6-dioxo-2,4-dihydro-1H-indole-2-carboxylic acid a subject of ongoing research.

As a future-focused compound, the exploration of 5,6-dioxo-2,4-dihydro-1H-indole-2-carboxylic acid not only expands our understanding of indole chemistry but also holds promise for developing innovative therapeutics.