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Bromophenol blue

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Identification
Molecular formula
C19H10Br4O5S
CAS number
115-39-9
IUPAC name
2-hydroxy-5-[4,5,6,7-tetrabromo-1-(4-hydroxy-3-sulfo-phenyl)-3-oxo-isobenzofuran-1-yl]benzenesulfonic acid
State
State

At room temperature, bromophenol blue is typically found as solid powder, though in experimental settings it is often used dissolved in a liquid solution.

Melting point (Celsius)
279.00
Melting point (Kelvin)
552.15
Boiling point (Celsius)
900.00
Boiling point (Kelvin)
1 173.15
General information
Molecular weight
670.00g/mol
Molar mass
669.9960g/mol
Density
1.9000g/cm3
Appearence

Bromophenol blue is a reddish-brown solid powder. When dissolved, it forms a distinct blue solution, which can change color depending on the pH of the solution it is in. At a pH below 3.0, it appears yellow, while at a pH above 4.6, it exhibits a violet to blue color. This property makes it useful as a pH indicator in various applications.

Comment on solubility

Solubility of 2-hydroxy-5-[4,5,6,7-tetrabromo-1-(4-hydroxy-3-sulfo-phenyl)-3-oxo-isobenzofuran-1-yl]benzenesulfonic acid

The compound 2-hydroxy-5-[4,5,6,7-tetrabromo-1-(4-hydroxy-3-sulfo-phenyl)-3-oxo-isobenzofuran-1-yl]benzenesulfonic acid (C19H10Br4O5S) presents an interesting challenge regarding its solubility. Due to the presence of multiple bromine atoms and sulfonic groups in its structure, the solubility can be influenced by several factors. Here are some key points to consider:

  • Aqueous Solubility: The sulfonic acid functional group is highly polar, making the compound more soluble in water compared to non-polar substances. This polarity allows for hydrogen bonding and ionic interactions.
  • Hydrophobic Interactions: The tetrabromo substitution introduces significant hydrophobic characteristics, which can limit solubility in pure water. This results in a balance between hydrophilic and hydrophobic segments.
  • pH Dependence: The solubility of this acid may vary with pH, as the protonation state of the sulfonic acid group can affect its solubility in aqueous solutions.
  • Temperature Factor: An increase in temperature often enhances solubility; thus, evaluating solubility at different temperatures may yield valuable insights.

Incorporating these factors, you can expect different solubility profiles in various solvents. It's important to note that solubility assessments are typically done under controlled conditions. Thus, for practical applications, this compound may require screening in multiple solvents to identify the optimal environment for dissolution.

Interesting facts

Interesting Facts about 2-hydroxy-5-[4,5,6,7-tetrabromo-1-(4-hydroxy-3-sulfo-phenyl)-3-oxo-isobenzofuran-1-yl]benzenesulfonic acid

This compound, known for its complex structure and rich functional group composition, is an intriguing subject of study in the field of organic chemistry. It showcases how modifications in molecular structure can lead to variations in chemical behavior and reactivity.

Structural Composition

  • Features multiple bromine atoms, which significantly impact its reactivity and applications, particularly in the field of flame retardants.
  • Incorporates a benzene sulfonic acid group, indicating potential uses in synthesizing dyes and pigments due to its chromogenic properties.
  • The presence of hydroxy and sulfo groups provides it with remarkable solubility characteristics, enabling its functionality in various solvents.

Applications

This compound has gained attention in several fields, including:

  • Biological Research: Investigated for its potential roles in biological systems or as a marker in various biochemical pathways.
  • Photochemistry: Due to its unique chromophores, it might be utilized in light absorption and emission studies.
  • as a dye intermediate: The sulfonic acid moiety suggests utility in textile dyeing processes.

Significance in Environmental Chemistry

Compounds like this may also be studied for their environmental impact, particularly by:

  • Assessing their stability and degradation in the environment.
  • Understanding their bioaccumulation potential in aquatic organisms, given their bromine content.

As a *chemical scientist*, the complexity of 2-hydroxy-5-[4,5,6,7-tetrabromo-1-(4-hydroxy-3-sulfo-phenyl)-3-oxo-isobenzofuran-1-yl]benzenesulfonic acid opens up a myriad of research avenues. This highlights the beautiful intricacies present in organic compounds, inviting in-depth studies and promising potential applications in various scientific endeavors.

Synonyms
Sulfobromophthalein
297-83-6
Sulphobromophthalein
4,5,6,7-tetrabromo-3',3''-disulfophenolphthalein
Sulfobromophtalein
Sulfobromphthalein
Sulphobromophthalein [BAN]
Sulfobromophthalein free acid
0C2P5QKL36
EINECS 206-047-5
Sulphobromophthalein (BAN)
CHEMBL574431
2-hydroxy-5-[4,5,6,7-tetrabromo-1-(4-hydroxy-3-sulfophenyl)-3-oxo-2-benzofuran-1-yl]benzenesulfonic acid
CHEBI:63836
SULFOBROMPHTHALEIN [WHO-DD]
Benzenesulfonic acid, 3,3'-(4,5,6,7-tetrabromo-3-oxo-1(3H)-isobenzofuranylidene)bis(6-hydroxy-
DTXCID503621
NCGC00159391-02
NCGC00159391-03
UNII-0C2P5QKL36
2-hydroxy-5-(4,5,6,7-tetrabromo-1-(4-hydroxy-3-sulfophenyl)-3-oxo-1,3-dihydro-2-benzofuran-1-yl)benzene-1-sulfonic acid
2-hydroxy-5-[4,5,6,7-tetrabromo-1-(4-hydroxy-3-sulfophenyl)-3-oxo-1,3-dihydro-2-benzofuran-1-yl]benzene-1-sulfonic acid
SCHEMBL743910
DTXSID4075378
OHTXTCNTQJFRIG-UHFFFAOYSA-N
BDBM50300126
AKOS024387382
DB13215
Benzenesulfonic acid, 3,3'-(4,5,6,7-tetrabromo-3-oxo-1(3H)-isobenzofuranylidene)bis(6-hydroxy-), disodium salt
NS00028778
D08548
SR-01000944702
SR-01000944702-1
Q27132840
3,3'-(Tetrabromophthalidylidene)bis[6-hydroxybenzenesulfonic acid]
3,3'-(4,5,6,7-tetrabromo-3-oxo-1(3h)-isobenzofuranylidene)-bis[6-hydroxy-benzenesulfonic acid]
3,3'-(4,5,6,7-Tetrabromo-3-oxo-1(3H)-isobenzofuranylidene)bis(6-hydroxybenzenesulphonic) acid
3,3'-(4,5,6,7-tetrabromo-3-oxo-1,3-dihydro-2-benzofuran-1,1-diyl)bis(6-hydroxybenzenesulfonic acid)
5,5'-(4,5,6,7-Tetrabromo-3-oxo-1,3-dihydroisobenzofuran-1,1-diyl)bis(2-hydroxybenzenesulfonic acid)
Benzenesulfonic Acid, 3,3'-(4,5,6,7-Tetrabromo-3-Oxo-1(3H)-Isobenzofuranylidene)Bis(6-Hydroxy)-