bromophenol blue (CHEBI:59424)

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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

Average Mass

669.96100

Monoisotopic Mass

665.69825

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

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

Last Modified

11 May 2010