Bromophenol Blue

Bromophenol Blue Basic information
Product Name:Bromophenol Blue
Synonyms:BROMPHENOL BLUE, FREE ACID, REAGENT (ACS)BROMPHENOL BLUE, FREE ACID, REAGENT (ACS)BROMPHENOL BLUE, FREE ACID, REAGENT (ACS);4,4'-(1,1-Dioxido-3H-2,1-benzoxathiol-3-ylidene)bis[2,6-dibromo-phenol];Bromophenol blue (BPB), AR;BROMOPHENOL BLUE INDICATOR, REAG. PH. EU R.;BROMOPHENOL BLUE SOLUTION, ~1% IN N,N-DI METHYLFORMAMIDE;BROMOPHENOL BLUE, A.C.S. REAGENT;BROMOPHENOL BLUE SOLUTION, 100 ML;BROMOPHENOL BLUE SOLUTION ACID-BASE &
CAS:115-39-9
MF:C19H10Br4O5S
MW:669.96
EINECS:204-086-2
Product Categories:Sulfonephthalein;reagent;Organics;Analytical Chemistry;Indicator (pH);pH Indicators;Indicator SolutionsAnalytical Reagents;Indicators;Microscopy Reagents;Stains and Dyes;Titration
Mol File:115-39-9.mol
Bromophenol Blue Structure
Bromophenol Blue Chemical Properties
Melting point 273 °C
density 0.954 g/mL at 20 °C
Fp 58 °C
storage temp. Store at RT.
solubility methanol: soluble10mg/mL
pka3.85(at 25℃)
form Solid
Boiling point 605.6±55.0 °C(Predicted)
color Reddish-violet
OdorOdorless
PHpH : 3.0~4.6
PH Range3(Yellow)-4.6(Blue) 6(yellow)-7.6(blue)
Water Solubility Freely soluble in NaOH. Soluble in sodium hydroxide, alcohol, benzene, and acetic acid. Slightly soluble in water.
λmax598nm, 592nm, 436nm, 422nm, 273nm
Merck 14,1444
BRN 61698
Stability:Stable. Incompatible with strong oxidizing agents.
Major ApplicationNanotechnology, semiconductors, sol-gel matrix, fuel cells, display device, paints, packaging system, diapers, contact lens, determining nucleic acids, in saliva, water alkalinity, preserving genetic materials, detecting bacteria, vaginal infection test method
InChIKeyUDSAIICHUKSCKT-UHFFFAOYSA-N
LogP6.880 (est)
CAS DataBase Reference115-39-9(CAS DataBase Reference)
EPA Substance Registry SystemBromophenol blue (115-39-9)
Safety Information
Hazard Codes T,Xn
Risk Statements 61-20/21-36-36/37/38-20/21/22
Safety Statements 53-45-24/25-22-36-26
RIDADR UN 2265 3/PG 3
WGK Germany 3
RTECS SJ7453000
TSCA Yes
HazardClass 3
PackingGroup III
HS Code 29349990
Hazardous Substances Data115-39-9(Hazardous Substances Data)
MSDS Information
ProviderLanguage
Bromophenol Blue English
SigmaAldrich English
ACROS English
ALFA English
Bromophenol Blue Usage And Synthesis
Chemical PropertiesBromophenol Blue is pink or red powder, soluble in ethanol, benzene, ether and other organic solvents, slightly soluble in water, the aqueous solution is yellow, and blue-purple in alkaline solution. It is mainly used as an acid-base indicator, the pH discoloration range is 3.0 to 4.6, and the color changes from yellow to green to blue-violet.
UsesBromophenol blue is used as a tracking dye in electrophoresis, as a color marker in gel electrophoresis and polyacrylamide gel electrophoresis. As a biological stain, it plays an important role to stain proteins and nucleic acids. It acts an intermediate and an acid-base indicator in the pH range 3.0 to 4.6.
DefinitionChEBI: Bromophenol blue is 3H-2,1-Benzoxathiole 1,1-dioxide in which both of the hydrogens at position 3 have been substituted by 3,5-dibromo-4-hydroxyphenyl groups. It is used as a laboratory indicator, changing from yellow below pH 3 to purple at pH 4.6, and as a size marker for monitoring the progress of agarose gel and polyacrylamide gel electrophoresis. It has also been used as an industrial dye. It has a role as a two-colour indicator, an acid-base indicator and a dye. It is a sultone, an arenesulfonate ester, a 2,1-benzoxathiole, a member of phenols and an organobromine compound.
PreparationBromophenol Blue is prepared by slow addition of excess bromine to a hot solution of phenolsulfonphthalein in glacial acetic acid.
Synthesis steps: Dissolve phenol red in glacial acetic acid, add a solution of bromine in glacial acetic acid with stirring, pour into 60°C hot water after stirring for a few minutes, cool to room temperature, and place overnight. Filter, wash the filter cake with glacial acetic acid and benzene in turn, and air dry to obtain bromophenol blue.
Biotechnological ApplicationsBromophenol blue is present as a sulfonated hydroxyquinone in acidic aqueous solutions. It is also known as tetrabromophenolsulfonphthalein. Bromophenol Blue is a pH indicator and a dye appears a strong blue color. It has a slightly negative charge and will migrate in the same direction as DNA, allowing the user to monitor the progress of molecules moving through the gel. The rate of migration varies with gel composition.
Bromophenol Blue is used as a tracking dye in DNA, RNA (agarose) and protein (polyacrylamide) gel electrophoresis. It has been used in the preparation of protein samples for western blotting analysis. Bromophenol blue migrates at approximately the same rate as 300-500bp DNA in agarose gel and at the buffer front in protein polyacrylamide gels.It has also been known for its use as a vital stain to probe the blood-brain barrier.
storageRoom temperature
Purification MethodsCrystallise the dye from *C6H6 or Me2CO/AcOH, and dry it in air. It is an indicator: at pH 3.0 it is yellow and it is purple at pH 4.6. [Beilstein 19/3 V 458.]
Bromophenol Blue Preparation Products And Raw materials
Raw materialsAmyl acetate-->Phenol Red
Bromocresol green Methyl Red Tetrabromophenol Blue Propionyl bromide Bromophenol Blue Phenol Red DIPHENYLCARBAZONE-BROMOPHENOL BLUE bromophenol 3-Bromofluorobenzene 5-CARBOXY-2',4',5',7'-TETRABROMOSULFONEFLUORESCEIN, SUCCINIMIDYL ESTER, BIS-(DIISOPROPYLETHYLAMMONIUM) SALT Bromocresol Green 2-Bromobenzaldehyde 1,2-Dibromobenzene Chlorosulfonyl isocyanate 1,4-Dibromobenzene 4-Bromobenzaldehyde Phenylmethylsulfonyl fluoride 3,4,5,6-Tetrabromophenolsulfonephthalein

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