Bromophenol blue indicator - 0.04% , CAS No.115-39-9

CAS: 115-39-9 Cat. No.: B196455 Formula: C₁₉H₁₀Br₄O₅S Molecular Weight: 669.96 Beilstein Registry Number: 61698 EC Number: 204-086-2

GRADE & PURITY 0.04%

Synonyms

Bromophenol Blue, ACS reagent | Bromophenol Blue, ACS reagent, EP | bromophenol blue, sultone form | Tetrabromphenol Blue | CAS-115-39-9 | FT-0614001 | CHEBI:59424 | Bromophenol blue indicator (3.0-4.6) | 4,4'-(1,1-Dioxido-3H-2,1-benzoxathiol-3-ylidene)bi

Storage

Room temperature

Shipped In

Normal

Overview

Bromophenol blue is useful as a tracking dye in electrophoresis, an industrial dye, a laboratory acid-base indicator and a biological stain. In gel electrophoresis it can be used as a color marker and as as a biological stain it can be used to stain proteins and nucleic acids. Bromophenol blue is an intermediate and is used as an acid-based indicator in the pH range of 3-4.6 where the color changes from yellow to blue.
An electrophoresis tracking dye also used as an acid-base indicator

Specifications

Synonyms

Bromophenol Blue, ACS reagent | Bromophenol Blue, ACS reagent, EP | bromophenol blue, sultone form | Tetrabromphenol Blue | CAS-115-39-9 | FT-0614001 | CHEBI:59424 | Bromophenol blue indicator (3.0-4.6) | 4,4'-(1,1-Dioxido-3H-2,1-benzoxathiol-3-ylidene)bi

Specifications & Purity

0.04%

Storage

Room temperature

Shipped In

Normal

Names and Identifiers

Pubchem Sid

528773050

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

IUPAC Name

2,6-dibromo-4-[3-(3,5-dibromo-4-hydroxyphenyl)-1,1-dioxo-2,1λ6-benzoxathiol-3-yl]phenol

InChIKey

UDSAIICHUKSCKT-UHFFFAOYSA-N

INCHI

1S/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

Isomeric 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

WGK Germany

2

RTECS

SJ7453000

Molecular Weight

669.96

Beilstein

61698

Reaxy-Rn

61698

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=61698&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzofurans
      • Subclass Benzofuranones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzofurans
• Subclass: Benzofuranones
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzofuranones
• Alternative Parents: Phthalides Benzoxathioles O-bromophenols Bromobenzenes Organosulfonic acid esters Aryl bromides Oxacyclic compounds Organooxygen compounds Organobromides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Benzofuranone - Phthalide - Benzoxathiole - 2-halophenol - 2-bromophenol - Bromobenzene - Phenol - Halobenzene - Aryl bromide - Aryl halide - Monocyclic benzene moiety - Benzenoid - Organosulfonic acid ester - Organosulfonic acid or derivatives - Organic sulfonic acid or derivatives - Oxacycle - Organooxygen compound - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Organobromide - Organohalogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as benzofuranones. These are organic compounds containing a benzene ring fused to a furanone.
• External Descriptors: organobromine compound - phenols - arenesulfonate ester - 2,1-benzoxathiole - sultone

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 297°C
• Molecular Weight: 670.000 g/mol
• XLogP3: 5.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 669.694 Da
• Monoisotopic Mass: 665.698 Da
• Topological Polar Surface Area: 92.200 Ų
• Heavy Atom Count: 29
• Formal Charge: 0
• Complexity: 662.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1