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Bromocresol green - Wikipedia, the free encyclopedia

Bromocresol green

From Wikipedia, the free encyclopedia

Bromocresol green
Image:Height_setter.png Bromocresol green free acid form
Systematic name 2,6-dibromo-4-[7-(3,5-dibromo-4-
hydroxy-2-methyl-phenyl)-9,9-
dioxo-8-oxa-9λ6-
thiabicyclo[4.3.0]nona-1,3,5-trien-7-
yl]-3-methyl-phenol
Abbreviations   BCG  
Chemical formula  C21H14Br4O5S 
Molar mass 698.02 g mol−1
PubChem 6451 [1]
Complete data

Bromocresol green (3,3',5,5'-tetrabromo-m-cresolsulfonphthalein) is a dye of the triphenylmethane family (triarylmethane dyes), which is used as a pH indicator and as a tracking dye for DNA agarose gel electrophoresis. It can be used in its free acid form (light brown solid), or as a sodium salt (dark green solid).

In aqueous solution, both solids ionize to give the monoanionic form (yellow), that further deprotonates at higher pH to give the dianionic form (blue), which is stabilized by resonance:

The pK (pKa) of this reaction is 4.7.

The acid and basic form of this dye have an isosbestic point in their spectra, around 515 nm.

Bromocresol green (pH indicator)
below pH 3.8 above pH 5.4
3.8 5.4

[edit] References

  1. a  PubChem 6451


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