Fluorescein disodium salt

Base Information

• Chemical Name: Fluorescein disodium salt
• CAS No.: 518-47-8
• Deprecated CAS: 121511-05-5,31949-37-8,3266-99-7,34517-88-9,41935-48-2,208117-76-4,574737-69-2,893427-14-0,1279055-25-2,135354-40-4,2196172-50-4
• Molecular Formula: C20H10Na2O5
• Molecular Weight: 376.276
• Hs Code.: 32041200
• UNII: 93X55PE38X
• Nikkaji Number: J79.264K
• Wikidata: Q27271622
• NCI Thesaurus Code: C65723
• RXCUI: 57789
• ChEMBL ID: CHEMBL1628233
• Mol file: 518-47-8.mol

Synonyms:C.I. 45350;Colircusi Fluoresceina;D and C Yellow No. 7;D and C Yellow No. 8;Diofluor;Dipotassium Salt, Fluorescein;Disodium Fluorescein;Disodium Salt, Fluorescein;Fluor I Strip A.T.;Fluor-I-Strip A.T.;Fluorescéine sodique Faure;Fluorescein;Fluorescein Dipotassium Salt;Fluorescein Disodium Salt;Fluorescein Monosodium Salt;Fluorescein Sodium;Fluorescein Sodium, Minims;Fluorescein, Disodium;Fluorescein, Sodium;Fluoresceina, Colircusi;Fluoresceine, Minims;Fluorescite;Fluorets;Ful Glo;Ful-Glo;Funduscein;Minims Fluorescein Sodium;Minims Fluoresceine;Minims Stains;Monosodium Salt, Fluorescein;Optifluor Diba;Sodium Fluorescein;Sodium, Fluorescein;Uranine

Chemical Property of Fluorescein disodium salt

Chemical Property:

• Appearance/Colour: orange powder
• Vapor Pressure: 2.133hPa
• Melting Point: 320 °C
• Boiling Point: 662.6 °C at 760 mmHg
• PKA: 2.2, 4.4, 6.7(at 25℃)
• Flash Point: 247.1 °C
• PSA: 81.65000
• Density: 1.601 g/cm3 (20ºC)
• LogP: 4.54220
• Storage Temp.: Store at +5°C to +30°C.
• Solubility.: H2O: soluble1mg/mL
• Water Solubility.: 500 g/L (20 ºC)
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 376.03236198
• Heavy Atom Count: 27
• Complexity: 644

Purity/Quality:

99.8 % ^*data from raw suppliers

Fluorescein Di- ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-36/37/38
• Safety Statements: 22-24/25-37/39-26-36/37/39-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=C3C=CC(=O)C=C3OC4=C2C=CC(=C4)[O-])C(=O)[O-].[Na+].[Na+]
• Recent ClinicalTrials: Optical Tissue Identification for Myocardial Architecture
• Uses: A sodium salt of fluorescein In examining subterranean waters. Serves to ascertain source of springs, connections between streams and sea, determining approx vol of water delivered by a spring, detecting source of contamination of drinking water, infiltration of soil with waste waters of factories. In externally applied drugs and cosmetics. Analytical reagent (protein label). Clinical reagent (immuno-histological stain, immuno-fluorescent label). Fluorescein sodium salt is a sodium salt of fluorescein. It can also be used in technical or engineered material use in-situ photochemical fabrication of transition metal-?promoted amorphous molybdenum sulfide catalysts for enhanced photosensitized hydrogen evolution. Dyes and metabolites, Environmental Testing

Technology Process of Fluorescein disodium salt

There total 4 articles about Fluorescein disodium salt which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

fluorescein (2321-07-5,126605-73-0) → fluorescein disodium salt (518-47-8)

Guidance literature:

fluorescein; In water; at 20 ℃; for 0.166667h; Sonication;

With sodium hydroxide; In water; at 20 ℃; for 6h;

DOI:10.1002/chem.202005203

Reference yield:

3',6'-dibromo-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one (87021-26-9) → fluorescein disodium salt (518-47-8)

Guidance literature:

Multi-step reaction with 4 steps

1: Lawessons reagent / toluene / 48 h / 90 °C

2: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 36 h / 85 °C / Inert atmosphere

3: water; dihydrogen peroxide / tetrahydrofuran; methanol

4: sodium hypochlorite / acetonitrile / 0.5 h

With Lawessons reagent; sodium hypochlorite; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; dihydrogen peroxide; potassium acetate; In tetrahydrofuran; 1,4-dioxane; methanol; toluene; acetonitrile; 2: |Miyaura Borylation Reaction;

DOI:10.1021/ja404649m

Reference yield:

C20H10Br2O2S (1443665-54-0) → fluorescein disodium salt (518-47-8)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 36 h / 85 °C / Inert atmosphere

2: water; dihydrogen peroxide / tetrahydrofuran; methanol

3: sodium hypochlorite / acetonitrile / 0.5 h

With sodium hypochlorite; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; dihydrogen peroxide; potassium acetate; In tetrahydrofuran; 1,4-dioxane; methanol; acetonitrile; 1: |Miyaura Borylation Reaction;

DOI:10.1021/ja404649m

upstream raw materials:

3',6'-dibromo-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one

C₂₀H₁₀Br₂O₂S

fluorescein

Downstream raw materials:

fluorescein 3-O-butyl ether n-butyl ester

2-(6'-methoxy-3'-oxo-3'H-xanthene-9'-yl)-benzoic acid methyl ester

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

Refernces

• 1、 Busse, Madleen,Marciniszyn, Jaroslaw P.,Ferstl, Simone,Kimm, Melanie A.,Pfeiffer, Franz,Gulder, Tanja. "3D-Non-destructive Imaging through Heavy-Metal Eosin Salt Contrast Agents". supporting information. p. 4561 - 4566. Retrieved 2021/02/12.