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Bromothymol blue

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Identification
Molecular formula
C27H28Br2O5S
CAS number
76-59-5
IUPAC name
2,6-dibromo-4-[3-(3,5-dibromo-4-hydroxy-2-methyl-phenyl)-1,1-dioxo-2,1lambda6-benzoxathiol-3-yl]-3-methyl-phenol
State
State

At room temperature, bromothymol blue is typically found in a solid state. It is a powder that can be dissolved in aqueous solutions to act as a pH indicator.

Melting point (Celsius)
202.00
Melting point (Kelvin)
475.15
Boiling point (Celsius)
710.00
Boiling point (Kelvin)
983.15
General information
Molecular weight
625.29g/mol
Molar mass
625.9920g/mol
Density
2.0381g/cm3
Appearence

Bromothymol blue appears as a pale yellow crystalline powder in its solid state. It can also appear in shades of blue-green depending on its pH level in solution. At alkaline pH, bromothymol blue shifts to a blue hue, whereas in acidic conditions, it looks more yellow.

Comment on solubility

Solubility Insights of 2,6-Dibromo-4-[3-(3,5-Dibromo-4-Hydroxy-2-Methyl-Phenyl)-1,1-Dioxo-2,1lambda6-Benzoxathiol-3-Yl]-3-Methyl-Phenol

The solubility of 2,6-dibromo-4-[3-(3,5-dibromo-4-hydroxy-2-methyl-phenyl)-1,1-dioxo-2,1lambda6-benzoxathiol-3-yl]-3-methyl-phenol is a fascinating topic due to several factors influencing its behavior in solvents. The compound exhibits a complex structure which can lead to varying solubility in different media.

Factors Affecting Solubility:

  • Polarity: The presence of hydroxyl groups contributes to the polar nature of the compound, enhancing its solubility in polar solvents like water and alcohols.
  • Halogen Atoms: The bromine substitutions may complicate solubility due to their electronegative characteristics, potentially reducing solubility in non-polar organic solvents.
  • Hydrogen Bonding: The hydroxyl groups can form hydrogen bonds with solvents, which can increase solubility in suitable solvents.

As a result of these factors, one might observe that this compound is more soluble in polar solvents compared to non-polar solvents. Thus, it is often essential to conduct solubility tests in various solvents to determine the best candidates for dissolution.

Key Considerations:

  • The solubility could be affected by the temperature—generally, increasing the temperature enhances solubility.
  • Specific solvent interactions, such as the ability to form complexes, may also play a significant role.

In conclusion, understanding the solubility of this compound requires careful consideration of its molecular structure and the surrounding environmental factors that influence solvent interactions.

Interesting facts

Interesting Facts about 2,6-Dibromo-4-[3-(3,5-Dibromo-4-Hydroxy-2-Methyl-Phenyl)-1,1-Dioxo-2,1λ6-Benzoxathiol-3-Yl]-3-Methyl-Phenol

This complex compound, often used within the realm of organic chemistry, showcases the intriguing behaviors of halogenated phenolic derivatives. Here are some notable points:

  • Versatile Applications: Compounds like this one can be utilized in the synthesis of various organic materials, and they may serve as potential candidates in pharmaceuticals and agrochemicals due to their unique structural frameworks.
  • Structural Complexity: The presence of multiple bromine atoms is significant. Bromination enhances properties such as electron affinity and can lead to increased reactivity compared to non-brominated analogs.
  • Potential for Antioxidant Activity: The hydroxy groups within the molecule could provide antioxidant properties, making it an exciting subject for biochemical studies aimed at combating oxidative stress in living systems.
  • Environmental Impact: The use of bromine in organic synthesis raises concerns about environmental persistence, which is an important factor for chemists to consider when synthesizing and using such compounds.
  • Binding Properties: The dioxo and benzothiazole functionalities in the molecular structure suggest the potential for unique binding interactions, which may be explored in medicinal chemistry for targeted drug design.

Overall, the intricate composition and diverse functionalities of this compound reveal the endless possibilities that organic compounds can offer in scientific exploration and practical applications. It emphasizes the importance of considering both the benefits and challenges associated with advanced chemical synthesis.

Synonyms
Bromocresol green
76-60-8
BROMCRESOL GREEN
Bromocresolgreen
bromo cresol green
Tetrabromo-m-cresolphthalein sulfone
3',3'',5',5''-Tetrabromo-m-cresolsulfonephthalein
3,3-Bis(3,5-dibromo-4-hydroxy-2-methylphenyl)-3H-benzo[c][1,2]oxathiole 1,1-dioxide
Bromocresol blue
NSC 7817
MFCD00005874
8YGN0Y942M
CHEMBL145704
DTXSID9044459
NSC7817
NSC-7817
2,6-dibromo-4-[3-(3,5-dibromo-4-hydroxy-2-methylphenyl)-1,1-dioxo-2,1lambda6-benzoxathiol-3-yl]-3-methylphenol
m-Cresol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis(2,6-dibromo-, S,S-dioxide
Phenol, 4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis(2,6-dibromo-3-methyl-
Phenol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis(2,6-dibromo-3-methyl-, S,S-dioxide
4,4'-(1,1-dioxido-3H-2,1-benzoxathiole-3,3-diyl)bis(2,6-dibromo-3-methylphenol)
Phenol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis[2,6-dibromo-3-methyl-, S,S-dioxide
o-Toluenesulfonic acid, .alpha.,.alpha.-bis(3,5-dibromo-4-hydroxy-o-tolyl)-.alpha.-hydroxy-, .gamma.-sultone
BCG [dye]
EINECS 200-972-8
BRN 0372527
UNII-8YGN0Y942M
BROMOCRESOL GREEN, ACS
Bromocresol Verde
m-Cresol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis[2,6-dibromo-, S,S-dioxide
Tetrabromo-m-cresolphthalein sulfone; 3',3'',5',5''-Tetrabromo-m-cresolsulfonephthalein; BCG
Vert de bromocresol
Verde de bromocresol
o-Toluenesulfonic acid, alpha-hydroxy-, gamma-sultone
Bacillus Calmette-Guerin
Bromocresol Green solution
SCHEMBL38763
5-19-03-00460 (Beilstein Handbook Reference)
Bromocresol Green, ACS grade
BROMCRESOL GREEN [MI]
Bromocresol green as indicator
Bromocresol Green Sultone Form
Bromocresol Green, ACS reagent
GTPL4530
DTXCID7024459
Tetrabromo-m-cresolsulfonphthalein
CHEBI:183839
Tox21_302105
BDBM50420251
STL280536
Bromocresol Green, JIS special grade
AKOS015902660
BACIILUS CALMETTE GUERIN VACCINE
Bromocresol Green Sultone Form, powder
CS-W020884
FB01459
HY-W040144
3,3-Bis(3,5-dibromo-4-hydroxy-2-methylphenyl)benzo[c]1,2-oxathiolene-1,1-dione
4,4'-(3H-2,1-Benzoxathiol-3-ylidene)bis(2,6-dibromo-3-methyl)phen- ol S,S-dioxide
CAS-76-60-8
NCGC00255852-01
2,6-dibromo-4-[3-(3,5-dibromo-4-hydroxy-2-methyl-phenyl)-1,1-dioxo-2,1$l^{6}-benzoxathiol-3-yl]-3-methyl-phenol
B0114
B0578
B0579
B2401
NS00007498
3',5',5''-Tetrabrom-m-cresolsulfonephthalein
3',5',5''-Tetrabromo-m-cresolsulfonephthalein
D78150
A838763
Q418613
3',3'',5',5''-Tetrabrom-m-cresolsulfonephthalein
Bromocresol Green, ACS reagent, Dye content 95 %
3',3'',5',5''-Tetrabromo-m-cresol-sulfonephthalein
Bromocresol green sultone form (indicator (pH 3.8-5.4))
3,3-bis(3,5-dibromo-4-hydroxy-2-methylphenyl)-3H-2,1$l^{6}-benzoxathiole-1,1-dione
4,4'-(3H-2,1-Benzoxathiol-3-ylidene)bis(2,6-dibromo-3-methylphenol), S,S-dioxide-
m-Cresol,4'-(3H-2,1-benzoxathiol-3-ylidene)bis[2,6-dibromo-, S,S-dioxide
Phenol,4'-(3H-2,1-benzoxathiol-3-ylidene)bis[2,6-dibromo-3-methyl-, S,S-dioxide
2,6-dibromo-4-[3-(3,5-dibromo-4-hydroxy-2-methylphenyl)-1,1-dioxo-2,1$l^{6}-benzoxathiol-3-yl]-3-methylphenol
4-[3-[3,5-bis(bromanyl)-2-methyl-4-oxidanyl-phenyl]-1,1-bis(oxidanylidene)-2,1$l^{6}-benzoxathiol-3-yl]-2,6-bis(bromanyl)-3-methyl-phenol
Bromocresol Green Sultone Form, for microscopy (Bot., Hist., Vit.), indicator (pH 3.8-5.4)