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115-39-9

Basic Information
CAS No.: 115-39-9
Name: Bromophenol Blue
Article Data: 26
Molecular Structure:
Molecular Structure of 115-39-9 (Bromophenol Blue)
Formula: C19H10Br4O5S
Molecular Weight: 669.967
Synonyms: Phenol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis[2,6-dibromo-, S,S-dioxide(8CI);3',3'',5',5''-Tetrabromophenolsulfophthalein;Albutest;Bromphenol blue;NSC7818;Tetrabromophenolsulfophthalein;
EINECS: 204-086-2
Density: 2.199 g/cm3
Melting Point: 273 °C
Boiling Point: 605.6 °C at 760mmHg
Flash Point: 320.1 °C
Solubility: Freely soluble in NaOH. Soluble in sodium hydroxide, alcohol, benzene, and acetic acid. Slightly soluble in water.
Appearance: pink or red powder
Hazard Symbols: ToxicT,HarmfulXn
Risk Codes: 61-20/21-36-36/37/38-20/21/22
Safety: 53-45-24/25-22-36-26
Transport Information: UN 2265 3/PG 3
PSA: 92.21000
LogP: 7.23940
Synthetic route
143-74-8

phenol red

115-39-9

bromophenol blue

Conditions
ConditionsYield
With perchloric acid; dihydrogen peroxide; C14H9BrN2O4V(1-); potassium bromide In water at 0 - 24℃; for 0.666667h; Catalytic behavior; Reagent/catalyst; Temperature;89%
With C12H8N2*C13H11N3O3(2-)*OV(2+); dihydrogen peroxide; potassium bromide In water Kinetics; Concentration; aq. phosphate buffer;
With [V(1,3-benzenedicarboxyliate)(2,6-pyridinedicarboxylate)(H2O)2]; potassium bromide In water; N,N-dimethyl-formamide at 30℃; pH=5.8; Kinetics; Reagent/catalyst;
Conditions
ConditionsYield
In dichloromethane Equilibrium constant;

2-[Bis-(3,5-dibromo-4-hydroxy-phenyl)-methyl]-benzenesulfonic acid; compound with triethyl-amine

A

121-44-8

triethylamine

B

115-39-9

bromophenol blue

Conditions
ConditionsYield
In acetonitrile at 25℃; Equilibrium constant; other solvents;

C19H10Br4O5S*2C17H23NO3

A

115-39-9

bromophenol blue

51-55-8

atropine

Conditions
ConditionsYield
In dichloromethane at 17℃; Equilibrium constant; Thermodynamic data; other temperatures; ΔH0, ΔS0, ΔG0;
143-74-8

phenol red

A

2800-80-8

bromocresol red

B

115-39-9

bromophenol blue

Conditions
ConditionsYield
With dihydrogen peroxide; sodium bromide In phosphate buffer at 30℃; for 5.83333h; pH=0.5 - 4.5; Bromination;
phenolsulfonphthalein

phenolsulfonphthalein

115-39-9

bromophenol blue

Conditions
ConditionsYield
With ethanol; bromine
With bromine; acetic acid

bromophenol blue

115-39-9

bromophenol blue

Conditions
ConditionsYield
In ethanol Equilibrium constant;
121-44-8

triethylamine

75-36-5

acetyl chloride

115-39-9

bromophenol blue

C21H12Br4O6S*C6H15N

Conditions
ConditionsYield
In dichloromethane at 20℃; for 6h; Inert atmosphere;82%
501-53-1

benzyl chloroformate

115-39-9

bromophenol blue

72080-83-2

2-benzyloxycarbonylaminoethylamine

Conditions
ConditionsYield
With sodium hydroxide; ethylenediamine In methanol; water54%
14047-29-1

4-carboxyphenylboronic acid

115-39-9

bromophenol blue

591771-44-7

3'-bromo-5'-[3-(3,5-dibromo-4-hydroxy-phenyl)-1,1-dioxo-1,3-dihydro-1λ6-benzo[c][1,2]oxathiol-3-yl]-2'-hydroxy-biphenyl-4-carboxylic acid

Conditions
ConditionsYield
With potassium phosphate; cross-linked resin-captured palladium In water at 120℃; for 0.166667h; Suzuki coupling reaction; microwave irradiation;41%
With potassium phosphate; tetrabutylammomium bromide; palladium diacetate In N,N-dimethyl-formamide at 110℃; for 18h; Suzuki coupling;33%
With potassium phosphate; palladium diacetate In N,N-dimethyl-formamide Suzuki cross-coupling;33%
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  • SAGECHEM/Bromophenol blue

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    SAGECHEM/Bromophenol blue

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    Bromophenol blue

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    Bromophenol Blue

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    115-39-9

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    Bromophenol Blue

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Specification

The IUPAC name of Bromophenol Blue is 2,6-dibromo-4-[3-(3,5-dibromo-4-hydroxyphenyl)-1,1-dioxo-2,1λ6-benzoxathiol-3-yl]phenol. With the CAS registry number 115-39-9, it is also named as 3',3'',5',5''-Tetrabromophenolsulfonephthalein. The product's categories are organics; analytical chemistry; indicator (pH); pH indicators; indicator solutions analytical reagents; indicators; microscopy reagents; stains and dyes; titration. It is pink or red powder which is stable and incompatible with strong oxidizing agents.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 6.88; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): 6.75; (4)ACD/LogD (pH 7.4): 4.6; (5)#H bond acceptors: 5; (6)#H bond donors: 2; (7)#Freely Rotating Bonds: 4; (8)Index of Refraction: 1.743; (9)Molar Refractivity: 123.26 cm3; (10)Molar Volume: 304.5 cm3; (11)Polarizability: 48.86×10-24 cm3; (12)Surface Tension: 74.1 dyne/cm; (13)Enthalpy of Vaporization: 93.35 kJ/mol; (14)Vapour Pressure: 2.92E-15 mmHg at 25°C; (15)Rotatable Bond Count 2; (16)Tautomer Count 3; (17)Exact Mass 669.694151; (18)MonoIsotopic Mass 665.698245; (19)Topological Polar Surface Area 92.2; (20)Heavy Atom Count 29; (21)Complexity 662.

Preparation of Bromophenol Blue: The phenol red dissolved in glacial acetic acid, adding the solution of bromine dissolved in glacial acetic acid under stirring. After stirring a few minutes, dumped into the 60 °C  hot water, cooled to room temperature and put overnight. Filtration, the cake was washed with glacial acetic acid and benzene, then we can get the product by drying.

Uses of Bromophenol Blue: It is used as an acid-base indicator its useful range lies between pH 3.0 and 4.6. It changes from yellow at pH 3.0 to purple at pH 4.6 and this reaction is reversible. And it is also used as a color marker to monitor the process of agarose gel electrophoresis and polyacrylamide gel electrophoresis. In addition, it is also used as a dye.

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. And it is irritating to eyes, respiratory system and skin, so people should not breathe dust and avoid contact with skin and eyes. Furthermore, it may cause harm to the unborn child. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
1. SMILES: Brc1cc(cc(Br)c1O)C3(OS(=O)(=O)c2ccccc23)c4cc(Br)c(O)c(Br)c4;
2. InChI: InChI=1/C19H10Br4O5S/c20-12-5-9(6-13(21)17(12)24)19(10-7-14(22)18(25)15(23)8-10)11-3-1-2-4-16(11)29(26,27)28-19/h1-8,24-25H.