Bromocresol green

Bromocresol green
Skeletal formula of bromocresol green in cyclic form
Ball-and-stick model of the bromocresol green molecule in cyclic form
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 Edit this at Wikidata
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 checkY
    Key: FRPHFZCDPYBUAU-UHFFFAOYSA-N checkY
  • 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[3]
Sparingly soluble
Solubility in other solvents Soluble in benzene; very soluble in ethanol and diethyl ether[1]
Acidity (pKa) 4.90[2]
UV-vis (λmax) 423 nm[3]
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability (yellow): no hazard codeSpecial hazards (white): no code
2
1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Bromocresol green (pH indicator)
below pH 3.8 above pH 5.4
3.8 ⇌ 5.4

Bromocresol green (BCG) is a dye of the triphenylmethane family (triarylmethane dyes). It belongs to a class of dyes called sulfonephthaleins.[4] 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.

  1. ^ "Bromocresol green".
  2. ^ Kolthoff, I.M. Treatise on Analytical Chemistry, New York, Interscience Encyclopedia, Inc., 1959.
  3. ^ a b "Bromocresol Green". Sigma Aldrich.
  4. ^ Sabnis, R. W. (2008). Handbook of Acid-Base Indicators. Boca Raton, FL: CRC Press. pp. 43–44. ISBN 9780849382185.