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CHEBI:59424 - bromophenol blue

ChEBI IDCHEBI:59424
ChEBI Namebromophenol blue
Stars
Definition3H-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.
Last Modified11 May 2010
SubmitterGareth Owen
DownloadsMolfile
FormulaC19H10Br4O5S
Net Charge0
Average Mass669.967
Monoisotopic Mass665.69824
SMILESO=S1(=O)OC(c2cc(Br)c(O)c(Br)c2)(c2cc(Br)c(O)c(Br)c2)c2ccccc21
InChIInChI=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
InChIKeyUDSAIICHUKSCKT-UHFFFAOYSA-N
Roles Classification
Applications:
two-colour indicator  A colour indicator that possesses a different colour on each side of the transition interval.
dye 
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.
ChEBI Ontology
Outgoing Relation(s)
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  Source
bromophenol blue, sultone formChEBI
3',3'',5',5''-tetrabromophenolsulfonephthaleinChemIDplus
3',3'',5',5''-tetrabromophenolsulfophthaleinChemIDplus
Registry NumbersSources
Beilstein:61698Beilstein
CAS:115-39-9ChemIDplus