Bromophenol blue

Bromophenol blue (3′,3″,5′,5″-tetrabromophenolsulfonphthalein, BPB), albutest is used as a pH indicator, an electrophoretic color marker, and a dye. It can be prepared by slowly adding excess bromine to a hot solution of phenolsulfonphthalein in glacial acetic acid.

Not to be confused with Bromothymol blue.
Bromophenol blue
Names
Preferred IUPAC name
3,3-Bis(3,5-dibromo-4-hydroxyphenyl)-2,1λ6-benzoxathiole-1,1(3H)-dione
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.715
PubChem CID
UNII
  • 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 Y
    Key: UDSAIICHUKSCKT-UHFFFAOYSA-N Y
  • InChI=1/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
    Key: UDSAIICHUKSCKT-UHFFFAOYAE
SMILES
  • Brc1cc(cc(Br)c1O)C3(OS(=O)(=O)c2ccccc23)c4cc(Br)c(O)c(Br)c4
Properties
C19H10Br4O5S
Molar mass 669.96 g·mol−1
Odor odorless
Density 2.2 g/mL
Melting point 273 °C (523 °F; 546 K)
Boiling point 279 °C (534 °F; 552 K)
Acidity (pKa) 4.0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
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