CHEBI:59424 - bromophenol blue

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ChEBI Name bromophenol blue
ChEBI ID CHEBI:59424
Definition 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C19H10Br4O5S
Net Charge 0
Average Mass 669.96100
Monoisotopic Mass 665.698
InChI 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
InChIKey UDSAIICHUKSCKT-UHFFFAOYSA-N
SMILES Oc1c(Br)cc(cc1Br)C1(OS(=O)(=O)c2ccccc12)c1cc(Br)c(O)c(Br)c1
Roles Classification
Application(s): two-colour indicator
A colour indicator that possesses a different colour on each side of the transition interval.
acid-base indicator
An acid or base which exhibits a colour change on neutralization by the basic or acidic titrant at or near the equivalence point of a titration.
dye

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ChEBI Ontology
Outgoing bromophenol blue (CHEBI:59424) has role acid-base indicator (CHEBI:50407)
bromophenol blue (CHEBI:59424) has role dye (CHEBI:37958)
bromophenol blue (CHEBI:59424) has role two-colour indicator (CHEBI:50412)
bromophenol blue (CHEBI:59424) is a 2,1-benzoxathiole (CHEBI:38087)
bromophenol blue (CHEBI:59424) is a arenesulfonate ester (CHEBI:38094)
bromophenol blue (CHEBI:59424) is a organobromine compound (CHEBI:37141)
bromophenol blue (CHEBI:59424) is a phenols (CHEBI:33853)
bromophenol blue (CHEBI:59424) is a sultone (CHEBI:38088)
IUPAC Name
4,4'-(1,1-dioxido-3H-2,1-benzoxathiole-3,3-diyl)bis(2,6-dibromophenol)
Synonyms Sources
3',3'',5',5''-tetrabromophenolsulfonephthalein ChemIDplus
3',3'',5',5''-tetrabromophenolsulfophthalein ChemIDplus
bromophenol blue, sultone form ChEBI
Registry Numbers Types Sources
115-39-9 CAS Registry Number ChemIDplus
61698 Beilstein Registry Number Beilstein
Last Modified
11 May 2010