3603. Eosine Yellowish—(YS)

Nomenclature

CAS number: 17372-87-1
2′,4′,5′,7′-Tetrabromo-3′,6′-dihydroxyspiro[isobenzofuran-1(3H),9′-[9H]xanthen]-3-one sodium salt (1:2); 2′,4′,5′,7′-tetrabromofluorescein; bromoeosine; tetrabromofluorescein sol; bromofluoresceic acid; eosin; eosine; eosin Y; D & C Red No. 22; C.I. Acid Red 87; C.I. 45380.
C20H6Br4Na2O5; mol wt 691.85.
C 34.72%, H 0.87%, Br 46.20%, Na 6.65%, O 11.56%.

Description and references

Xanthene dye capable of photodynamic generation of singlet oxygen. Prepd by bromination of fluorescein: Colour Index vol. 4 (3rd ed., 1971) p 4426. Photodynamic injury to leaf tissue and inhibition of photosynthesis: J. P. Knox, A. D. Dodge, Planta 164, 22; 30 (1985). Review: H. J. Conn's Biological Stains, R. W. Horobin, J. A. Kiernan, Eds. (BIOSIS Scientific, Oxford, 10th ed., 2002), pp 231-233.

Chemical structure

Properties

Red crystals with bluish tinge, or brownish-red powder. Freely sol in water, less in alcohol. Insol in ether. The concd aq soln is deep brownish-red, the dilute (1:500) soln is yellowish-red with greenish fluorescence; the alcoholic soln exhibits a strong green fluorescence.

Derivative

Free acid.

Nomenclature

CAS number: 15086-94-9
Eosine acid; D & C Red No. 21; C.I. Solvent Red 43; C.I. 45380:2.
C20H8Br4O5; mol wt 647.89.
C 37.08%, H 1.24%, Br 49.33%, O 12.35%.

Properties

Bright yellowish red. Sol in acetone, ethanol. Insol in mineral oil, toluene.

Use

Fluorescent pH indicator in the range 0.0-3.0. In microbiological differential media. Colorant in drugs and cosmetics such as lipstick and nail-polish; dyeing wool, silk, leather, and paper; in red inks. Biological stain for cellular cytoplasm and associated structures, blood and cytological smears, mineralized bone, and proteins separated by polyacrylamide electrophoretic gels. Diagnostic viability stain of spermatozoa. Tracer for assessing water flow in xylem of plants.