Bromocresol green

Base Information

• Chemical Name: Bromocresol green
• CAS No.: 76-60-8
• Deprecated CAS: 641-19-0
• Molecular Formula: C21H14Br4O5S
• Molecular Weight: 698.021
• Hs Code.: 29349990
• European Community (EC) Number: 200-972-8
• NSC Number: 7817
• UNII: 8YGN0Y942M
• DSSTox Substance ID: DTXSID9044459
• Nikkaji Number: J2.821E
• Wikipedia: Bromocresol_green
• Wikidata: Q418613
• Pharos Ligand ID: STU8JCT1ZMK7
• ChEMBL ID: CHEMBL145704
• Mol file: 76-60-8.mol

Synonyms:Bromcresol Green;Bromocresol Green;Green, Bromcresol;Green, Bromocresol;Tetrabromocresolsulfonphthalein

Chemical Property of Bromocresol green

Chemical Property:

• Appearance/Colour: tan to yellow crystals
• Melting Point: 225 °C
• Boiling Point: 626 °C at 760 mmHg
• PKA: 4.7(at 25℃)
• Flash Point: 332.4 °C
• PSA: 92.21000
• Density: 2.07 g/cm³
• LogP: 7.85620
• Storage Temp.: Store at RT.
• Solubility.: Solubility Sparingly soluble in water; soluble in ethanol, ether
• Water Solubility.: slightly soluble
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 697.72545
• Heavy Atom Count: 31
• Complexity: 742

Purity/Quality:

99.8 % ^*data from raw suppliers

Bromocresol green ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xi, Xn
• Hazard Codes: F,Xi,Xn
• Statements: 11-36-67-36/37/38-20/21/22
• Safety Statements: 7-16-24/25-26-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Dyes -> Indicator Dyes
• Canonical SMILES: CC1=C(C(=C(C=C1C2(C3=CC=CC=C3S(=O)(=O)O2)C4=CC(=C(C(=C4C)Br)O)Br)Br)O)Br
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• Recent EU Clinical Trials: Using BCG vaccine to strengthen the immune system in the elderly and improve the response to influenza vaccine. A randomized clinical trial.
• Uses: As indicator, pH 3.8 yellow; pH 5.4 blue-green. Bromocresol Green is a pH sensitive indicator used in the growth medium for microorganisms and titrations. It is useful in various colorimetric detection studies and as an actively tracking dye for DNA agarose gel electrophoresis. It acts as an inhibitor of prostaglandin E2 transport protein. It is also used in TLC for visualizing compounds containing functional groups having pKa less than 5. Bromocresol Green (BCG) is a pH sensitive triphenylmethane dye useful in a variety of colorimetric detection technologies. BCG is used as a tracking dye for DNA agarose gel electrophoresis, in protein determinations and in charge-transfer complexation processes. In TLC BCG is used for visualisation of the compounds with functional groups whose pKa is below 5.0.

Technology Process of Bromocresol green

There total 6 articles about Bromocresol green 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:

→ bromocresol green (76-60-8)

Guidance literature:

With bromine; acetic acid;

Reference yield:

2-sulfobenzoic acid cyclic anhydride (81-08-3) + 3-methyl-phenol (108-39-4) → bromocresol green (76-60-8)

Guidance literature:

With phosphorus pentoxide; Behandeln des Reaktionsgemisches mit Wasser und mit Brom in Essigsaeure;

Reference yield:

C21H14Br4O5S*2C17H23NO3 → bromocresol green (76-60-8) + atropine (51-55-8)

Guidance literature:

In dichloromethane; at 20 ℃; Equilibrium constant; Thermodynamic data; other temperatures; ΔH⁰, ΔS⁰, ΔG⁰;

DOI:10.1002/jps.2600830223

upstream raw materials:

2-sulfobenzoic acid cyclic anhydride

3-methyl-phenol

C₂₇H₄₂NO₂⁽¹⁺⁾*C₂₁H₁₂Br₄O₅S^(2-)*C₂₀H₂₄N₂O₂*H⁽¹⁺⁾

Downstream raw materials:

C₂₇H₄₂NO₂⁽¹⁺⁾*C₂₁H₁₂Br₄O₅S^(2-)*C₂₀H₂₄N₂O₂*H⁽¹⁺⁾

quinine hydrochloride

Refernces

• 1、 Gainza, Alberto Hernandez,Konyeaso, Roy Ikemefula. "Substitution reactions of benzethonium chloride with ion associates of bromocresol green - quinine and bromophenol blue - quinine in dichlormethane". . p. 937 - 944. Retrieved 2007/10/02.
• 2、 -. "Antiglaucoma agents". . . Retrieved 2008/06/13.