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Bromophenol Blue

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Identification
Molecular formula
C19H10Br2INO2
CAS number
115-39-9
IUPAC name
3-[(3,5-dibromo-4-hydroxy-phenyl)methylene]-5-iodo-3a,7a-dihydro-1H-indol-2-one
State
State

At room temperature, Bromophenol Blue is in solid form. The solid state enhances its stability and makes it easier to handle and measure in dry form before dissolving in water or other solvents to be used as an indicator.

Melting point (Celsius)
273.00
Melting point (Kelvin)
546.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
273.15
General information
Molecular weight
670.89g/mol
Molar mass
670.8920g/mol
Density
2.3000g/cm3
Appearence

Bromophenol Blue is a dark purple or almost black solid powder. When dissolved in water, it exhibits a yellow color at pH level below 3.0 and transitions through shades of green and blue as the pH approaches 4.6, where it turns a distinct blue. Its appearance is often leveraged in laboratory settings as a pH indicator, taking advantage of its color-changing properties based on the acidity or basicity of the solution.

Comment on solubility

Solubility of 3-[(3,5-dibromo-4-hydroxy-phenyl)methylene]-5-iodo-3a,7a-dihydro-1H-indol-2-one (C19H10Br2INO2)

The compound 3-[(3,5-dibromo-4-hydroxy-phenyl)methylene]-5-iodo-3a,7a-dihydro-1H-indol-2-one is characterized by its complex structure, impacting its solubility properties significantly. Understanding the solubility of this compound can be complex due to several factors, including:

  • Polarity: The presence of multiple polar and non-polar groups in its structure affects interactions with solvents.
  • Hydrogen bonding: The hydroxyl group may engage in hydrogen bonding, enhancing solubility in polar solvents.
  • Halogen atoms: The inclusion of bromine and iodine can introduce unique solvation dynamics.

As a general observation:

  • This compound may show better solubility in organic solvents due to its hydrophobic characteristics and aromatic systems.
  • In water, it is likely to have limited solubility because of its bulky and hydrophobic nature.

Ultimately, the effective solubility will depend on the solvent's chemical nature and the specific interactions it can form with this intriguing compound. It is important to conduct experimental solubility tests for precise data, as theoretical predictions may vary due to the compound's multifaceted architecture.

Interesting facts

Interesting Facts About 3-[(3,5-Dibromo-4-hydroxy-phenyl)methylene]-5-iodo-3a,7a-dihydro-1H-indol-2-one

This compound belongs to the indole family, a class of compounds known for their diverse biological activities and unique structural features. Indoles are prevalent in nature and serve as important building blocks for various pharmaceuticals. This particular compound showcases several fascinating characteristics:

  • Diverse Applications: Compounds featuring indole structures are extensively researched for their potential in medicinal chemistry. They are often found in natural products, which exhibit anti-inflammatory, antimicrobial, and antitumor properties.
  • Complex Molecular Structure: The incorporation of multiple halogens (bromine and iodine) indicates its potential for enhanced reactivity and chemical behavior. Such modifications can significantly affect a compound's biological activity.
  • Phenolic Component: The presence of a hydroxy group in the phenyl moiety may confer antioxidant functionalities, thus implying potential health benefits. Many phenolic compounds are associated with reducing oxidative stress in biological systems.
  • Research Interest: Due to its unique structure, this compound could attract attention for further studies in drug development, especially in the fields of cancer therapeutics and neurobiology.

Chemical Synthesis and Challenges

Synthesizing complex compounds like this one often presents challenges such as achieving the correct stereochemistry and purity. These factors are crucial in ensuring the desired biological activity:

  • Strategies involving modern synthetic techniques and catalysis could be leveraged to improve yield and efficiency.
  • Understanding the compound's reactivity profile will be essential for determining its suitability in various applications.

In summary, the exploration of 3-[(3,5-dibromo-4-hydroxy-phenyl)methylene]-5-iodo-3a,7a-dihydro-1H-indol-2-one opens the door to numerous possibilities in synthetic organic chemistry and medicinal applications. Ongoing research in this area highlights the significance of indole derivatives in today's medicinal chemistry landscape.