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Solvent Red 43

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CAS:15086-94-9
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Solvent Red 43 Basic information
Product Name:Solvent Red 43
Synonyms:BROMO ACID J;BROMO ACID J TS, XL, OR XX;BROMOFLUORESCEIN;BRONZE BROMO ES;EOSIN Y;EOSIN Y DISODIUM SALT;EOSIN YELLOWISH WATER-SOLUBLE;EOSIN YELLOWISH Y
CAS:15086-94-9
MF:C20H8Br4O5
MW:647.89
EINECS:239-138-3
Product Categories:marker;Organics
Mol File:15086-94-9.mol
Solvent Red 43 Structure
Solvent Red 43 Chemical Properties
Melting point 300 °C
Boiling point 640.3±55.0 °C(Predicted)
density 1.02 g/mL at 20 °C
refractive index 1.5000 (estimate)
storage temp. Inert atmosphere,Room Temperature
solubility H2O: 0.1 g/mL, dark red
pka6.97±0.20(Predicted)
form Liquid
Colour Index 45380:2
color White to Light yellow to Red
λmax524 nm
Henry's Law Constant4.4×1012 mol/(m3Pa) at 25℃, Zhang et al. (2010)
Stability:Stable. Incompatible with strong oxidizing agents.
Major Applicationdiagnostic assay manufacturing
hematology
histology
Cosmetics Ingredients FunctionsCOLORANT
InChI1S/C20H8Br4O5/c21-11-5-9-17(13(23)15(11)25)28-18-10(6-12(22)16(26)14(18)24)20(9)8-4-2-1-3-7(8)19(27)29-20/h1-6,25-26H
InChIKeyDBZJJPROPLPMSN-UHFFFAOYSA-N
SMILESOc1c(Br)cc2c(Oc3c(Br)c(O)c(Br)cc3C24OC(=O)c5ccccc45)c1Br
CAS DataBase Reference15086-94-9
IARC3 (Vol. 15, Sup 7) 1987
EPA Substance Registry SystemSpiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 2',4',5',7'-tetrabromo-3',6'-dihydroxy- (15086-94-9)
Safety Information
Hazard Codes Xi
Risk Statements 36
Safety Statements 26-24/25
RIDADR UN 1170 3/PG 2
WGK Germany 3
RTECS LM5850000
TSCA TSCA listed
REACH RegistrationsActive
HS Code 32041919
Storage Class11 - Combustible Solids
MSDS Information
Solvent Red 43 Usage And Synthesis
Chemical Propertiesorange-brown powder
UsesEosin Acid C.I. No. 45380 (CAS# 15086-94-9) is a photo-senseitive organic catalyst and has been used in the photocatalytic, diastereoselective additions of 1-sulfoximidoyl-1,2-benziodoxoles to styrenes, and in the stereoselective synthesis of 2-deoxyglycosides from glycals. Dyes and metabolites.
DefinitionChEBI: Bromoeosin is an organobromine compound. It is functionally related to a fluorescein (lactone form).
PreparationFluorescein (C.I. Acid Yellow 73, C.I. 45350) in water or ethanol solution bromide into four bromine derivatives, And made into a free acid form..
Biological ActivityEosin Y is a xanthene dye and is used for the differential staining of connective tissue and cytoplasm. In histopathology, it is applied as a counterstain after hematoxylin and before methylene blue. It is also used as a background stain, thereby giving contrast to the nuclear stains.
Synthesis
Fluorescein

2321-07-5

Solvent Red 43

15086-94-9

The general procedure for the synthesis of 2',4',5',7'-tetrabromo-3',6'-dihydroxy-3H-spiro[isobenzofuran-1,9'-xanthene]-3-one from 3',6'-dihydroxy-3H-spiro[isobenzofuran-1,9'-xanthene] is as follows: fluorescein in the form of the lactone (1 eq.), NaBr (16 eq.), and Oxone ( 6 equiv, 2KHSO5-KHSO4-K2SO4) were mixed and ground in an agate mortar until uniformly fine. The resulting solid mixture was reacted in an oven at 200 °C for 12 h. Upon completion of the reaction, the target product tetrabromofluorescein (4Br-F) was obtained in near 100% yield in the commercial disodium salt form known as eosin Y. The reaction mixture was diluted with water and the product was extracted with ethyl acetate. The product was characterized by mass spectrometry (ESI-MS) and spectroscopic techniques (1H-NMR and 13C-NMR). The specific data were as follows: ESI-MS (+) of 4Br-F: m/z 670.4 [M + H]+; 1H NMR (CH3OD): δ 7.04 ppm (s, 1H and 8H), 7.23 (d, J = 8.0 Hz, 3H), 7.72 (ddd, J = 8.0, 8.0, 1.2 Hz, 5H), 7.79 (ddd, J = 8.0, 8.0, 1.2 Hz, 4H), 8.09 ppm (d, J = 8.0 Hz, 6H).

Properties and Applicationsbrilliant yellow red. Soluble in water and ethanol for blue light red, with yellow green fluorescence. In concentrated sulfuric acid to yellow, dilution after yellow red precipitation.
References[1] Patent: US2008/61289, 2008, A1. Location in patent: Page/Page column 6-7
[2] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 5, p. 216
[3] Journal of the American Chemical Society, 1927, vol. 49, p. 1278
[4] Justus Liebigs Annalen der Chemie, 1876, vol. 183, p. 31
[5] Justus Liebigs Annalen der Chemie, 1910, vol. 372, p. 109
Solvent Red 43 Preparation Products And Raw materials
Raw materialsFluorescein-->Fluorescein Sodium
Preparation ProductsMONASCUS RED-->EOSIN B-->2',7'-dibromo-3',6'-dihydroxyspiro[isobenzofuran-1(3H),9'-[9H]xanthene]-3-one
Tag:Solvent Red 43(15086-94-9) Related Product Information
Fluorescein isothiocyanate Fluorescein Sodium EC 1.14.14.3 Phthalide Hydroxy silicone oil Furazolidone FURFURYL ALCOHOL RESIN Styrene-acrylic latex Xanthene Tetrahydrofuran Nitrofurantoin ROSE BENGAL Fluorescein Solvent Red 1 Eosin Disodium Solvent Red 8 Solvent Red 49 Solvent Red 30