Bromophenol blue

Structural formula
General
Surname	Bromophenol blue
other names	3,3 ', 5,5'-tetrabromo-phenolsulfonphthalein
Molecular formula	C 19 H 10 Br 4 O 5 S
Brief description	light brown solid with a phenolic odor
External identifiers / databases
ECHA InfoCard	100.003.715
PubChem	8272
Wikidata	Q421129
properties
Molar mass	669.96 g mol −1 (acid); 691.94 g mol −1 (Na salt);
Physical state	firmly
Melting point	273 ° C ( decomposition )
solubility	practically insoluble in water
safety instructions
GHS labeling of hazardous substances	no GHS pictograms
	no GHS pictograms
H and P phrases	H: no H-phrases
	P: no P-phrases
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Bromophenol blue is a triphenylmethane dye and belongs to the group of sulfonphthaleins. It is the tetrabromo derivative of phenol red . Bromophenol blue and its sodium salt are used as pH indicators .

properties

Bromophenol blue changes from greenish-yellow to blue-violet at a pH of 3.0-4.6. The photometer shows an absorption maximum at 590–595 nm (pH 4.6).

Absorption spectrum of bromophenol blue in acidic and basic conditions.

use

as pH indicator : pH 3.0 (greenish-yellow), pH 3.4 (green), pH 4.6 (blue-violet).
in the sample buffer during gel electrophoresis of DNA and proteins to mark the solvent front.
as an initially invisible colored powder that can be used to prepare banknotes or cash cassettes - if unauthorized touch, an intense color develops on the fingers of the person concerned, which is intensified by washing.
for ejaculate examinations : it is absorbed by dead sperm cells , not by living ones.
in retinal surgery for staining naturally existing or pathologically formed membranes ( gliosis ) in order to remove them in a targeted manner
in cataract surgery for coloring the capsular bag
in corneal surgery to differentiate individual layers of tissue in the transparent cornea

Web links

Commons : Bromophenol Blue - Collection of images, videos and audio files

Individual evidence

↑ ^a ^b ^c ^d ^e data sheet bromphenol blue (PDF) from Merck , accessed on January 5, 2012.
↑ ME Farah, M. Maia, EB Rodrigues: Dyes in ocular surgery: principles for use in chromovitrectomy. In: American journal of ophthalmology. Volume 148, Number 3, September 2009, pp. 332-340, doi : 10.1016 / j.ajo.2009.04.003 , PMID 19477708 (review).
↑ EB Rodrigues, M. Maia, CH Meyer, FM Penha, E. Dib, ME Farah: Vital dyes for chromovitrectomy. In: Current opinion in ophthalmology. Volume 18, Number 3, May 2007, pp. 179-187, doi : 10.1097 / ICU.0b013e32811080b5 , PMID 17435423 (review).
↑ S. Balaiya, VS Brar, RK Murthy, KV Chalam: Comparative in vitro safety analysis of dyes for chromovitrectomy: indocyanine green, brilliant blue green, bromophenol blue, and infracyanine green. In: Retina. Volume 31, Number 6, June 2011, pp. 1128-1136, doi : 10.1097 / IAE.0b013e3181fe543a , PMID 21394068 .

[merck-1] ↑ ^a ^b ^c ^d ^e data sheet bromphenol blue (PDF) from Merck , accessed on January 5, 2012.

[2] ME Farah, M. Maia, EB Rodrigues: Dyes in ocular surgery: principles for use in chromovitrectomy. In: American journal of ophthalmology. Volume 148, Number 3, September 2009, pp. 332-340, doi : 10.1016 / j.ajo.2009.04.003 , PMID 19477708 (review).

[3] EB Rodrigues, M. Maia, CH Meyer, FM Penha, E. Dib, ME Farah: Vital dyes for chromovitrectomy. In: Current opinion in ophthalmology. Volume 18, Number 3, May 2007, pp. 179-187, doi : 10.1097 / ICU.0b013e32811080b5 , PMID 17435423 (review).

[4] S. Balaiya, VS Brar, RK Murthy, KV Chalam: Comparative in vitro safety analysis of dyes for chromovitrectomy: indocyanine green, brilliant blue green, bromophenol blue, and infracyanine green. In: Retina. Volume 31, Number 6, June 2011, pp. 1128-1136, doi : 10.1097 / IAE.0b013e3181fe543a , PMID 21394068 .