Bromocresol green

Bromocresol green (BCG) is a dye of the triphenylmethane family (triarylmethane dyes). It belongs to a class of dyes called sulfonephthaleins. It is used as a pH indicator in applications such as growth mediums for microorganisms and titrations. In clinical practise, it is commonly used as a diagnostic technique. The most common use of bromocresol green is to measure serum albumin concentration within mammalian blood samples in possible cases of kidney failure and liver disease. In chemistry, bromocresol green is used in Thin-layer chromatography staining solutions to visualize acidic compounds.

Bromocresol green
Names
Preferred IUPAC name
3,3-Bis(3,5-dibromo-4-hydroxy-2-methylphenyl)-2,1λ6-benzoxathiole-1,1(3H)-dione
Other names
3,3′,5,5′-Tetrabromo-m-cresolsulfonphthalein
Bromcresol green
Identifiers
3D model (JSmol)
Abbreviations BCG
ChEMBL
ChemSpider
ECHA InfoCard 100.000.885
EC Number
  • 200-972-8
UNII
  • InChI=1S/C21H14Br4O5S/c1-9-12(7-14(22)19(26)17(9)24)21(13-8-15(23)20(27)18(25)10(13)2)11-5-3-4-6-16(11)31(28,29)30-21/h3-8,26-27H,1-2H3 Y
    Key: FRPHFZCDPYBUAU-UHFFFAOYSA-N Y
  • InChI=1/C21H14Br4O5S/c1-9-12(7-14(22)19(26)17(9)24)21(13-8-15(23)20(27)18(25)10(13)2)11-5-3-4-6-16(11)31(28,29)30-21/h3-8,26-27H,1-2H3
    Key: FRPHFZCDPYBUAU-UHFFFAOYAS
  • Brc1cc(c(c(Br)c1O)C)C3(OS(=O)(=O)c2ccccc23)c4cc(Br)c(O)c(Br)c4C
Properties
C21H14Br4O5S
Molar mass 698.01 g·mol−1
Appearance Beige to brown powder
Odor Odorless
Melting point 225 °C (437 °F; 498 K) decomposes
Sparingly soluble
Solubility in other solvents Soluble in benzene; very soluble in ethanol and diethyl ether
Acidity (pKa) 4.90
UV-vis (λmax) 423 nm
Hazards
GHS labelling:
Warning
H315, H319, H335
NFPA 704 (fire diamond)
2
1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references
Bromocresol green (pH indicator)
below pH 3.8 above pH 5.4
3.8 ⇌ 5.4
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