Tetrachlorofluorescein

Base Information

• Chemical Name: Tetrachlorofluorescein
• CAS No.: 6262-21-1
• Deprecated CAS: 31624-76-7
• Molecular Formula: C20H8 Cl4 O5
• Molecular Weight: 470.093
• Hs Code.: 29329990
• European Community (EC) Number: 228-413-3
• NSC Number: 726280
• UNII: O73WZT10BY
• DSSTox Substance ID: DTXSID4038895
• Nikkaji Number: J25.140B
• Wikidata: Q27285428
• Mol file: 6262-21-1.mol

Synonyms:Tetrachlorofluorescein;6262-21-1;3,4,5,6-Tetrachlorofluorescein;4,5,6,7-Tetrachlorofluorescein;Fluorescein, tetrachloro-;UNII-O73WZT10BY;O73WZT10BY;3,4,5,6-Tetrchlorofluorescein;EINECS 228-413-3;4,5,6,7-tetrachloro-3',6'-dihydroxyspiro[2-benzofuran-3,9'-xanthene]-1-one;Fluorescein, 4,5,6,7-tetrachloro-;Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 4,5,6,7-tetrachloro-3',6'-dihydroxy-;Spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 4,5,6,7-tetrachloro-3',6'-dihydroxy-;C20-H8-Cl4-O5;4,5,6,7-tetrachloro-3',6'-dihydroxy-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one;4,5,6,7-Tetrachloro-3',6'-dihydroxyspiro(isobenzofuran-1(3H),9'-(9H)xanthene)-3-one;26761-84-2;4,5,6,7-tetrachloro-3',6'-dihydroxyspiro[isobenzofuran-1(3H),9'-[9H]xanthene]-3-one;Spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, tetrachloro-3',6'-dihydroxy-;Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, tetrachloro-3',6'-dihydroxy-;4,5,6,7-tetrachloro-3',6'-dihydroxy-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one;SCHEMBL134733;4,6,7-tetrachloro-fluorescein;DTXSID4038895;QCPFFGGFHNZBEP-UHFFFAOYSA-;MFCD00010030;NSC726280;NSC 726280;NSC-726280;CS-0373763;FLUORESCEIN, 3,4,5,6-TETRACHLORO-;FT-0636044;3',4',5',6'-TETRACHLOROFLUORESCEIN;D92295;Q27285428;4,6,7-tetrachloro-3',6'-dihydroxy-spiro[phthalan-1,9'-xanthen]-3-one;4,6,7-tetrachloro-3',6'-dihydroxyspiro[isobenzofuran-1(3H),9'-9[H]xanthene]-3-one;BENZOIC ACID, 2,3,4,5-TETRACHLORO-6-(6-HYDROXY-3-OXO-3H-XANTHEN-9-YL)-

Chemical Property of Tetrachlorofluorescein

Chemical Property:

• Vapor Pressure: 4.23E-22mmHg at 25°C
• Melting Point: 189.5?°C (dec.)(lit.)
• Boiling Point: 752.3 °C at 760 mmHg
• Flash Point: 408.8 °C
• PSA: 75.99000
• Density: 1.87 g/cm³
• LogP: 6.27940
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 469.909634
• Heavy Atom Count: 29
• Complexity: 653

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,4,5,6-Tetrachlorofluorescein ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=C1O)OC3=C(C24C5=C(C(=C(C(=C5Cl)Cl)Cl)Cl)C(=O)O4)C=CC(=C3)O

Technology Process of Tetrachlorofluorescein

There total 2 articles about Tetrachlorofluorescein 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: 90.5%

tetrachlorophthalic anhydride (117-08-8) + recorcinol (108-46-3) → Tetrachlorofluorescein (6262-21-1)

Guidance literature:

With methanesulfonic acid; at 90 ℃; for 7.5h; Inert atmosphere;

Reference yield:

phthalic anhydride (85-44-9) → Tetrachlorofluorescein (6262-21-1)

Guidance literature:

Multi-step reaction with 2 steps

1: antimony pentachloride / 200 °C / durch Einleiten von Chlor

2: 200 °C / Behandeln der Schmelze mit Wasser

With antimonypentachloride;

Reference yield: 90.2%

Tetrachlorofluorescein (6262-21-1) → Rose Bengal lactone (4159-77-7)

Guidance literature:

With iodine; sodium iodide; sodium hydroxide; In water; at 20 - 90 ℃; for 2h; Inert atmosphere;

upstream raw materials:

tetrachlorophthalic anhydride

recorcinol

phthalic anhydride

Downstream raw materials:

Rose Bengal lactone

Refernces

• 1、 da Silva, Bruno Henrique Sacoman Torquato,Bregadiolli, Bruna Andressa,Graeff, Carlos Frederico de Oliveira,da Silva-Filho, Luiz Carlos. "NbCl5-Promoted Synthesis of Fluorescein Dye Derivatives: Spectroscopic and Spectrometric Characterization and Their Application in Dye-Sensitized Solar Cells". . p. 261 - 269. Retrieved 2017/03/07.
• 2、 Tan, Li-Li,Yang, Ying-Wei,Liu, Yi-Pu,Zhang, Sean Xiao-An. "One-pot synthesis of tetrafluoro- and tetrachlorofluorescein derivatives and their stabilization by β-cyclodextrin". . p. 612 - 616. Retrieved 2013/07/28.