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Basic Information
CAS No.: 518-47-8
Name: Fluorescein disodium salt
Molecular Structure:
Molecular Structure of 518-47-8 (Fluorescein disodium salt)
Formula: C20H10Na2O5
Molecular Weight: 376.276
Synonyms: Fluorescein,disodium salt (8CI);Fluorin (6CI,7CI);Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one,3',6'-dihydroxy-, disodium salt (9CI);11824 Yellow;3058Uranine;5(6)-Carboxyfluorescein sodium;ABCO Uranine;Abbey Uranine;AcidYellow 73;Aizen Uranine;Basacid Yellow 226;C.I. 45350;C.I. Acid Yellow 73;C Yellow 8;D and C Yellow No. 8;C Yellow No. 8;C Yellow No. 8-307225;Dinacid FlorescineceUranine;Fluo-rectal;Fluorescein LT;Fluorescein Sodium B.P;
EINECS: 208-253-0
Density: 1.601 g/cm3 (20ºC)
Melting Point: 320 °C
Boiling Point: 662.6 °C at 760 mmHg
Flash Point: 247.1 °C
Solubility: water: 500 g/L (20 °C)
Appearance: orange powder
Hazard Symbols: IrritantXi
Risk Codes: 36-36/37/38
Safety: 22-24/25-37/39-26-36/37/39-27
PSA: 81.65000
LogP: 4.54220
Synthetic route
518-47-8

fluorescein sodium salt

106-95-6

allyl bromide

145387-24-2

allyl 2-(6-(allyloxy)-3-oxo-3H-xanthen-9-yl)benzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 48h;37%
518-47-8

fluorescein sodium salt

15086-94-9

eosin y

Conditions
ConditionsYield
With potassium bromate; sulfuric acid; potassium bromide In water; acetone for 2h;1.15 g
518-47-8

fluorescein sodium salt

1621954-04-8

C47H42O10

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium iodide / N,N-dimethyl-formamide
2: dmap; dicyclohexyl-carbodiimide
View Scheme
38771-21-0

4-bromobut-1-yne

518-47-8

fluorescein sodium salt

1621954-03-7

C24H16O5

Conditions
ConditionsYield
With sodium iodide In N,N-dimethyl-formamide
518-47-8

fluorescein sodium salt

6-(allyloxy)-9-(2-(hydroxymethyl)phenyl)-9H-xanthen-3-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C
View Scheme
518-47-8

fluorescein sodium salt

6-(allyloxy)-2,4-dichloro-9-(2-(hydroxymethyl)phenyl)-9H-xanthen-3-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C
3: sodium hypochlorite; sodium hydroxide / water / 3 h / 20 °C
View Scheme
518-47-8

fluorescein sodium salt

6'-(allyloxy)-2',4'-dichloro-3H-spiro[isobenzofuran-1,9'-xanthen]-3'-ol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: potassium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C
3: sodium hypochlorite; sodium hydroxide / water / 3 h / 20 °C
4: chloranil / dichloromethane / 7 h / 20 °C
View Scheme
518-47-8

fluorescein sodium salt

6'-(allyloxy)-2',4'-dichloro-3H-spiro[isobenzofuran-1,9'-xanthen]-3'-yl 2-methyl-2-(tritylthio)propanoate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: potassium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C
3: sodium hypochlorite; sodium hydroxide / water / 3 h / 20 °C
4: chloranil / dichloromethane / 7 h / 20 °C
5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 20 °C
View Scheme
518-47-8

fluorescein sodium salt

2',4'-dichloro-6'-hydroxy-3H-spiro[isobenzofuran-1,9'-xanthen]-3'-yl 2-methyl-2-(tritylthio)propanoate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: potassium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C
3: sodium hypochlorite; sodium hydroxide / water / 3 h / 20 °C
4: chloranil / dichloromethane / 7 h / 20 °C
5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 20 °C
6: tetrakis(triphenylphosphine) palladium(0); 1,3-dimethylbarbituric acid; methanol / dichloromethane / 20 °C / Inert atmosphere
View Scheme
518-47-8

fluorescein sodium salt

NitroxylFluor

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: potassium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C
3: sodium hypochlorite; sodium hydroxide / water / 3 h / 20 °C
4: chloranil / dichloromethane / 7 h / 20 °C
5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 20 °C
6: tetrakis(triphenylphosphine) palladium(0); 1,3-dimethylbarbituric acid; methanol / dichloromethane / 20 °C / Inert atmosphere
7: trifluoroacetic acid / chloroform / 20 °C
View Scheme
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15086-94-9
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    CAS Number: 518-47-8 Molecular Formula: C20H10Na2O5 Molecular Weight: 376.27 EINECS number: 208-253-0 Related Categories: Intermediates of Dyes and Pigments;Dyes and Pigments;Organic Metal Salts;Biochemical Reagents;C

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    Product name: Sodium Fluorescein CAS No.:518-47-8 Molecule Formula:C20H10Na2O5 Molecule Weight:376.27 Purity: 99.0% Package: 25kg/drum Description:Dark red powder Manufacture Standards:Enterprise Standard TESTING ITEMS

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Chemistry

The Molecular Structure of Fluorescein sodium (CAS NO.518-47-8):

Empirical Formula: C20H10Na2O5
Molecular Weight: 376.2699 
IUPAC Name: disodium 2-(3-oxido-6-oxoxanthen-9-yl)benzoate 
Appearance: orange powder
Product Categories: Intermediates of Dyes and Pigments;Dyes and Pigments
Nominal Mass: 376 Da
Average Mass: 376.2699 Da
Monoisotopic Mass: 376.032363 Da 
Flash Point: 232.6 °C
Enthalpy of Vaporization: 95.37 kJ/mol
Boiling Point: 620.8 °C at 760 mmHg
Vapour Pressure: 5.24E-16 mmHg at 25°C 
Water Solubility: 500 g/L (20 ºC)
Stability: Stable
InChI
InChI=1/C20H12O5.2Na/c21-11-5-7-15-17(9-11)25-18-10-12(22)6-8-16(18)19(15)13-3-1-2-4-14(13)20(23)24;;/h1-10,21H,(H,23,24);;/q;2*+1/p-2
Smiles
c1(c2c(oc3c1ccc(c3)[O-])cc(=O)cc2)c1c(cccc1)C(=O)[O-].[Na+].[Na+]

Uses

 Fluorescein sodium (CAS NO.518-47-8) is used extensively as a diagnostic tool in the field of ophthalmology and optometry.

Toxicity Data With Reference

1.    

dnd-esc 15 µmol/L

    MUREAV    Mutation Research. 89 (1981),95.
2.    

ivn-man TDLo:14 mg/kg/10M-I:CVS AACRAT 66,283,87

3.    

ivn-man TDLo:7142 µg/kg:EYE,GIT

    AJOPAA    American Journal of Ophthalmology. 103 (1987),111.
4.    

orl-rat LD50:6721 mg/kg

    JOPRAJ    Journal of Periodontology. 48 (1977),228.
5.    

orl-mus LD50:4738 mg/kg

    JOPRAJ    Journal of Periodontology. 48 (1977),228.
6.    

ipr-mus LD50:1800 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 24 (1973),37.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Moderately toxic by intraperitoneal route. Mildly toxic by ingestion. Human systemic effects by intravenous route: arrhythmias, eye hemorrhage, nausea or vomiting. Experimental reproductive effects. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of Na2O.
Hazard Codes: IrritantXi
Risk Statements: 36-36/37/38 
R36: Irritating to eyes
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 22-24/25-37/39-26-36/37/39-27 
S22: Do not breathe dust
S24/25: Avoid contact with skin and eyes
S37/39: Wear suitable gloves and eye/face protection
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
S27: Take off immediately all contaminated clothing
WGK Germany: 1
RTECS: LM5425000
F 3: Hygroscopic
HS Code: 32041200

Specification

Handling and storge of Fluorescein sodium :
Handling: Wash thoroughly after handling. Use with adequate ventilation.Minimize dust generation and accumulation. Avoid ingestion and inhalation.Avoid contact with skin, eyes,and clothing. Keep container tightly closed.    
Storage: Keep container closed when not in use. Store in a cool, dry,well-ventilated area away from incompatible substances. Store protected from moisture.
 Fluorescein sodium (CAS NO.518-47-8) is also called as 9-(O-carboxyphenyl)-6-hydroxy-3h-xanthen-3-one,disodiumsalt ; 9’-(9H)xanthen)-3-one,3’,6’-dihydroxy-spiro(isobenzofuran-1(3hdisodiums) ; 9’-[9H]xanthen]-3-one,3’,6’-dihydroxy-spiro[isobenzofuran-1(3hdisodiumsal ; 9-O-carboxyphenyl-6-hydroxy-3 isoxanthone,disodiumsalt ; Abcoluraninepowders&liquids ; Aizenuranine .