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HomeProduct name listBromophenol Blue

Bromophenol Blue

Synonym(s):Bromophenol Blue;Bromophenol Blue (BPB);3′,3′′,5′,5′′-Tetrabromophenolsulfonephthalein;3′,3″,5′,5″-Tetrabromophenolsulfonphthalein;3,3′,5,5′-Tetrabromophenolsulfonphthalein, BPB

  • CAS NO.:115-39-9
  • Empirical Formula: C19H10Br4O5S
  • Molecular Weight: 669.96
  • MDL number: MFCD00005875
  • EINECS: 204-086-2
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-12-18 14:08:52
Bromophenol Blue Structural

What is Bromophenol Blue?

Chemical properties

Bromophenol 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.

The Uses of Bromophenol Blue

Bromophenol 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.

What are the applications of Application

Bromophenol Blue is an electrophoresis tracking dye also used as an acid-base indicator and to stain both proteins and nucleic acids.

Definition

ChEBI: 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.

Preparation

Bromophenol 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 Applications

Bromophenol 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.

storage

Room temperature

Purification Methods

Crystallise 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.]

Properties of Bromophenol Blue

Melting point: 273 °C
Density  0.954 g/mL at 20 °C
Flash point: 58 °C
storage temp.  Store at RT.
solubility  methanol: soluble10mg/mL
form  Solid
Boiling point: 605.6±55.0 °C(Predicted)
pka 3.85(at 25℃)
color  Reddish-violet
PH Range 3(Yellow)-4.6(Blue) 6(yellow)-7.6(blue)
Odor Odorless
PH pH : 3.0~4.6
Water Solubility  Freely soluble in NaOH. Soluble in sodium hydroxide, alcohol, benzene, and acetic acid. Slightly soluble in water.
λmax 598nm, 592nm, 436nm, 422nm, 273nm
Merck  14,1444
BRN  61698
Stability: Stable. Incompatible with strong oxidizing agents.
Major Application Nanotechnology, 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
CAS DataBase Reference 115-39-9(CAS DataBase Reference)
EPA Substance Registry System Bromophenol blue (115-39-9)

Safety information for Bromophenol Blue

Signal word Danger
Pictogram(s)
ghs
Flame
Flammables
GHS02
ghs
Exclamation Mark
Irritant
GHS07
ghs
Health Hazard
GHS08
GHS Hazard Statements H226:Flammable liquids
H319:Serious eye damage/eye irritation
H340:Germ cell mutagenicity
H360:Reproductive toxicity
H372:Specific target organ toxicity, repeated exposure
H373:Specific target organ toxicity, repeated exposure
Precautionary Statement Codes P201:Obtain special instructions before use.
P202:Do not handle until all safety precautions have been read and understood.
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P233:Keep container tightly closed.
P240:Ground/bond container and receiving equipment.
P260:Do not breathe dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P308+P313:IF exposed or concerned: Get medical advice/attention.
P405:Store locked up.
P403+P233:Store in a well-ventilated place. Keep container tightly closed.
P501:Dispose of contents/container to..…

Computed Descriptors for Bromophenol Blue

InChIKey UDSAIICHUKSCKT-UHFFFAOYSA-N

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