Bromophenol Blue

Base Information

• Chemical Name: Bromophenol Blue
• CAS No.: 115-39-9
• Deprecated CAS: 134863-99-3,58296-21-2,61226-61-7,632-72-4,711007-29-3,784127-37-3,932977-58-7,952016-90-9,1007629-43-7,1011401-24-3,1016316-66-7,1018123-58-4,1083043-33-7,1007629-43-7,1011401-24-3,1016316-66-7,1083043-33-7,58296-21-2,61226-61-7,632-72-4,711007-29-3,784127-37-3,932977-58-7,952016-90-9
• Molecular Formula: C19H10Br4O5S
• Molecular Weight: 669.967
• Hs Code.: 2934.90
• NSC Number: 7818
• UNII: 0R2969YC90
• DSSTox Substance ID: DTXSID6041682
• Nikkaji Number: J39.162J,J2.898C
• Wikipedia: Bromophenol_blue
• Wikidata: Q421129
• ChEMBL ID: CHEMBL2103765
• Mol file: 115-39-9.mol

Synonyms:Blue, Bromophenol;Blue, Bromphenol;Blue, Tetrabromophenol;Bromophenol Blue;Bromphenol Blue;Tetrabromophenol Blue

Chemical Property of Bromophenol Blue

Chemical Property:

• Appearance/Colour: pink or red powder
• Vapor Pressure: 2.92E-15mmHg at 25°C
• Melting Point: 273 °C
• Refractive Index: 1.743
• Boiling Point: 605.6 °C at 760mmHg
• PKA: 3.85(at 25℃)
• Flash Point: 320.1 °C
• PSA: 92.21000
• Density: 2.199 g/cm³
• LogP: 7.23940
• Storage Temp.: Store at RT.
• Solubility.: methanol: soluble10mg/mL
• Water Solubility.: Freely soluble in NaOH. Soluble in sodium hydroxide, alcohol, benzene, and acetic acid. Slightly soluble in water.
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 669.69415
• Heavy Atom Count: 29
• Complexity: 662

Purity/Quality:

99.8 % ^*data from raw suppliers

Bromophenol Blue ACS ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xn
• Hazard Codes: T,Xn
• Statements: 61-20/21-36-36/37/38-20/21/22
• Safety Statements: 53-45-24/25-22-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Dyes -> Indicator Dyes
• Canonical SMILES: C1=CC=C2C(=C1)C(OS2(=O)=O)(C3=CC(=C(C(=C3)Br)O)Br)C4=CC(=C(C(=C4)Br)O)Br
• Uses: Bromophenol Blue is used as a laboratory indicator, changing from yellow below pH 3 to purple at pH 4.6, and as size marker for monitoring the progress of agarose gel and polyacrylamide gel electrophoresis. It has also been used as an industrial dye. 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.

Technology Process of Bromophenol Blue

There total 7 articles about Bromophenol Blue which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

phenol red (143-74-8) → bromophenol blue (115-39-9)

Guidance literature:

With perchloric acid; dihydrogen peroxide; C₁₄H₉BrN₂O₄V^(1-); potassium bromide; In water; at 0 - 24 ℃; for 0.666667h; Reagent/catalyst; Temperature; Catalytic behavior;

DOI:10.1039/c9nj05732c

Reference yield:

phenol red (143-74-8) → bromocresol red (2800-80-8) + bromophenol blue (115-39-9)

Guidance literature:

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

DOI:10.1016/S0045-6535(97)10032-7

Reference yield:

→ bromophenol blue (115-39-9)

Guidance literature:

With ethanol; bromine;

upstream raw materials:

C₂₇H₄₂NO₂⁽¹⁺⁾*C₂₀H₂₄N₂O₂*C₁₉H₈Br₄O₅S^(2-)*H⁽¹⁺⁾

phenol red

Downstream raw materials:

2-benzyloxycarbonylaminoethylamine

carbon dioxide

[5-({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-carbonyl}-amino)-pentyl]-carbamic acid tert-butyl ester

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

Refernces

• 1、 Chen, Chen,Bai, Feng-Ying,Zhang, Rui,Song, Ge,Shan, Hui,Xing, Na,Xing, Yong-Heng. "Synthesis, structure, and catalytic bromination of supramolecular oxovanadium complexes containing oxalate". . p. 671 - 688. Retrieved 2013.
• 2、 Mchedlov-Petrosyan. "Ionization and Tautomerism of Hydroxyxanthenes and Some Other Dyes in Ethanol". . p. 267 - 274. Retrieved 2003.
• 3、 Lin, Xiao-Meng,Feng, Xiao-Dong,Wang, Yang,Xing, Yong-Heng,Sun, Li-Xian,Wei, Si-Yue,Shi, Zhan. "Polyoxidovanadate complexes: synthesis, structures and catalytic oxidative bromination of phenol red". . p. 44 - 59. Retrieved 2017.
• 4、 Kurbah, Sunshine D.,Kumar, Arvind,Sanentiba Ozukum,Syiemlieh, Ibanphylla,Lal, Ram A.. "Synthesis, characterization, crystal structure, and reactivity of heterobimetallic dioxovanadium(V) complexes containing multidentate hydrazone ligands". . p. 2969 - 2985. Retrieved 2017.
• 5、 Wang, Yang,Lin, Xiao-Meng,Bai, Feng-Ying,Sun, Li-Xian. "Novel vanadium complexes with rigid carboxylate ligands: Synthesis, structure and catalytic bromine dynamics of phenol red". . p. 379 - 386. Retrieved 2017.
• 6、 Zhang, Rui,Liu, Jing,Chen, Chen,Xing, Yong-Heng,Guan, Qing-Lin,Hou, Ya-Nan,Wang, Xuan,Zhang, Xiao-Xi,Bai, Feng-Ying. "Synthesis, structures and properties of the catalytic bromination reaction of a series of novel scorperate oxidovanadium complexes with the potential detection of hydrogen peroxide in water". . p. 476 - 482. Retrieved 2013.
• 7、 Gainza,Konyeaso,Asenjo. "Detection and identification of side reactions of halogenated hydrocarbon solvents with amines of pharmaceutical interest by secondary processes to the neutralizations of sulphonphthaleinic dyes with these amines". . p. 226 - 232. Retrieved 1994.
• 8、 Terron, Maria C.,Verhagen, Frank J.M.,Franssen, Maurice C.R.,Field, Jim A.. "Chemical bromination of phenol red by hydrogen peroxide is possible in the absence of haloperoxidases". . p. 1445 - 1452. Retrieved 1998.
• 9、 Omwoma Lugasi, Solomon,Sarkar, Tapan. "Design and Synthesis of Reusable Nanoparticles for Reversible Chemisorption of Hexavalent Chromium Anions from Aqueous Media and Catalysis". . . Retrieved 2020.