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Bromophenol Blue

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Identification
Molecular formula
C19H10Br4O5S
CAS number
115-39-9
IUPAC name
2,6-dibromo-4-[3-(3,5-dibromo-4-hydroxy-phenyl)-1,1-dioxo-2,1lambda6-benzoxathiol-3-yl]phenol
State
State

At room temperature, Bromophenol Blue is typically found as a solid. Its color and state make it easily recognizable in laboratory settings.

Melting point (Celsius)
279.00
Melting point (Kelvin)
552.15
Boiling point (Celsius)
245.00
Boiling point (Kelvin)
518.15
General information
Molecular weight
669.96g/mol
Molar mass
669.9600g/mol
Density
2.3100g/cm3
Appearence

Bromophenol Blue is a dark purple or brown solid. When dissolved in water, it forms a blue-violet solution. It is often used as a pH indicator, where it changes from yellow at acidic pH levels (below pH 3.0) to blue at basic pH levels (above pH 4.6). Its distinct color characteristics make it useful in various laboratory applications.

Comment on solubility

Solubility Overview

The compound 2,6-dibromo-4-[3-(3,5-dibromo-4-hydroxy-phenyl)-1,1-dioxo-2,1lambda6-benzoxathiol-3-yl]phenol presents interesting solubility characteristics worthy of exploration. Its intricate molecular structure, featuring multiple bromine substituents and a benzothiazole moiety, influences its interaction with solvents and its solubility in various media.

Factors Affecting Solubility

Several key factors dictate the solubility of this compound:

  • Polarity: The presence of hydroxyl groups can enhance interaction with polar solvents like water, yet the bulky bromine atoms may introduce non-polar characteristics.
  • Hydrogen Bonding: The -OH group may facilitate hydrogen bonding, improving solubility in polar solvents.
  • Molecular Weight: With a relatively large molecular weight, a reduction in solubility might occur in certain solvents due to steric hindrance.

Expected Solubility Behavior

Given these factors, one might expect:

  • Moderate to low solubility in non-polar solvents (e.g., hexane or chloroform)
  • Potentially higher solubility in polar organic solvents (e.g., ethanol or dimethyl sulfoxide)
  • Limited solubility in water, despite the presence of polar functional groups

In summary, the balance between hydrophilic and hydrophobic features creates a complex profile for the solubility of this compound, highlighting the importance of solvent choice during experiments and applications.

Interesting facts

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

This complex compound, with its intricate structure, showcases the fascinating world of organobromine chemistry. Here are some intriguing insights about this compound:

  • Structural Diversity: The presence of multiple bromine atoms and a phenolic group contributes to its diverse chemical properties and potential applications in various fields, including organic synthesis and medicinal chemistry.
  • Biological Significance: Compounds that contain bromine have been widely studied for their biological activity, which includes antimicrobial and anticancer properties. This particular compound might hold promise for further research in pharmaceutical development.
  • Chemodiversity: The inclusion of a benzoxathiol moiety in its structure suggests that it may exhibit unique reactivity patterns, giving it potential applications in the development of novel materials or as a synthetic intermediate in organic reactions.
  • Color and Activity: Many brominated compounds are known for their vivid colors and this impact may extend to this compound's potential use as a dye or indicator in chemical reactions.
  • Environmental Considerations: As we explore compounds like this one, it's essential to consider their environmental impact, as organobromines can have different toxicological profiles and biodegradability rates.

In summary, 2,6-dibromo-4-[3-(3,5-dibromo-4-hydroxy-phenyl)-1,1-dioxo-2,1λ6-benzoxathiol-3-yl]phenol is more than just a chemical entity; it represents a gateway into the realms of medicinal chemistry, environmental assessment, and innovative material science. The study of such compounds not only enhances our understanding of their unique properties but also paves the way for future discoveries in chemistry.

Synonyms
Bromophenol blue
115-39-9
BROMPHENOL BLUE
Albutest
Tetrabromphenol Blue
3,3',5,5'-Tetrabromophenolsulfonphthalein
3',3'',5',5''-Tetrabromophenolsulfonephthalein
MFCD00005875
CCRIS 5487
NSC 7818
NSC-7818
EINECS 204-086-2
Bromphenol Blue Sultone Form
3',3'',5',5''-Tetrabromophenolsulfophthalein
BRN 0061698
DTXSID6041682
UNII-0R2969YC90
CHEBI:59424
AI3-52697
HSDB 7728
Phenol, 4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis[2,6-dibromo-
0R2969YC90
bromophenol blue, sultone form
Bromophenol blue (sodium salt)
DTXCID4021682
NSC7818
5-19-03-00458 (Beilstein Handbook Reference)
Phenol, 4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis(2,6-dibromo-
Bromophenol blue indicator (3.0-4.6)
4,4'-(1,1-dioxido-3H-2,1-benzoxathiole-3,3-diyl)bis(2,6-dibromophenol)
Phenol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis(2,6-dibromo-, S,S-dioxide
Albutest;NSC 7818; Tetrabromophenolsulfophthalein
Bromophenol Blue (Technical Grade)
Bromophenol Blue (BPB)
Phenol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis[2,6-dibromo-, S,S-dioxide
4,4'-(1,1-DIOXIDO-3H-2,1-BENZOXATHIOL-3-YLIDENE)BIS(2,6-DIBROMOPHENOL)
C19H10Br4O5S
3,3',5,5'-Tetrabromophenolsulfonphthalein; Albutest
Brophenol Blue
Bromophenol Blue solution
Bromophenol blue indicator
Bromophenol Blue ACS Grade
Bromophenol blue solution R2
SCHEMBL19631
BROMPHENOL BLUE [MI]
Tetrabromophenolsulfonphthalein
Bromophenol Blue, ACS reagent
BROMOPHENOL BLUE [HSDB]
CHEMBL2103765
BDBM85044
Bromophenol Blue, ACS reagent, EP
CAS_8272
HY-B1571
NSC_8272
Bromophenol Blue, JIS special grade
Tox21_302080
HB0718
STL453501
AKOS000813838
3,5,5'-Tetrabromophenolsulfonphthalein
Bromophenol Blue, electrophoresis grade
FB01466
HY-W110798
NCGC00255409-01
2,6-dibromo-4-[3-(3,5-dibromo-4-hydroxy-phenyl)-1,1-dioxo-2,1$l^{6}-benzoxathiol-3-yl]phenol
AC-12376
CAS-115-39-9
CAS_115-39-9
DB-041264
3',5',5''-Tetrabromophenolsulfonephthalein
B0118
B0631
CS-0013463
CS-0169194
NS00001368
H10711
3',3'',5',5''-Tetrabromophenolsulfonphthalein
A803432
Q421129
4,4-(1,1-Dioxido-3H-2,1-benzoxathiol-3-ylidene)bis[2,6-dibromo-phenol]
Phenol,4'-(3H-2,1-benzoxathiol-3-ylidene)bis[2,6-dibromo-, S,S-dioxide
3,3-bis(3,5-dibromo-4-hydroxyphenyl)-3H-benzo[c][1,2]oxathiole 1,1-dioxide
4,4'-(3H-2,1-Benzoxathiol-3-ylidene)bis(2,6-dibromophenol), S,S-dioxide-
2,6-dibromo-4-[3-(3,5-dibromo-4-hydroxyphenyl)-1,1-dioxo-2,1$l^{6}-benzoxathiol-3-yl]phenol
2,6-dibromo-4-[3-(3,5-dibromo-4-hydroxyphenyl)-1,1-dioxo-2,1lambda6-benzoxathiol-3-yl]phenol
4-[3-[3,5-bis(bromanyl)-4-oxidanyl-phenyl]-1,1-bis(oxidanylidene)-2,1$l^{6}-benzoxathiol-3-yl]-2,6-bis(bromanyl)phenol