6-Carboxy-4',5'-dichloro-2',7'-dimethoxyfluorescein

Base Information

• Chemical Name: 6-Carboxy-4',5'-dichloro-2',7'-dimethoxyfluorescein
• CAS No.: 82855-40-1
• Molecular Weight: 505.265
• DSSTox Substance ID: DTXSID10436997
• Nikkaji Number: J678.266C
• Wikidata: Q27123534
• Mol file: 82855-40-1.mol

Synonyms:82855-40-1;6-JOE;6-carboxy-4',5'-dichloro-2',7'-dimethoxyfluorescein;4',5'-Dichloro-3',6'-dihydroxy-2',7'-dimethoxy-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-6-carboxylic acid;4',5'-dichloro-3',6'-dihydroxy-2',7'-dimethoxy-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-carboxylic acid;SCHEMBL16118;6-OE;CHEBI:52654;DTXSID10436997;HY-D1090;CS-0114654;F75088;Q27123534;4',5'-dichloro-3',6'-dihydroxy-2',7'-dimethoxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylic acid

Chemical Property of 6-Carboxy-4',5'-dichloro-2',7'-dimethoxyfluorescein

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 504.0014874
• Heavy Atom Count: 34
• Complexity: 790

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=C2C(=C1)C3(C4=CC(=C(C(=C4O2)Cl)O)OC)C5=C(C=CC(=C5)C(=O)O)C(=O)O3)Cl)O

Technology Process of 6-Carboxy-4',5'-dichloro-2',7'-dimethoxyfluorescein

There total 6 articles about 6-Carboxy-4',5'-dichloro-2',7'-dimethoxyfluorescein 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:

2-chloro-4-methoxybenzene-1,3-diol + trimellitic Anhydride (552-30-7,145253-53-8) → 4',5'-dichloro-2',7'-dimethoxy-6-carboxyfluorescein (82855-40-1) + 4',5'-dichloro-2',7'-dimethoxy-5-carboxyfluorescein (82855-39-8)

Guidance literature:

With methanesulfonic acid; tin(IV) chloride; at 40 ℃; for 6h;

DOI:10.1021/jo202229t

Reference yield:

isovanillin (621-59-0) → 4',5'-dichloro-2',7'-dimethoxy-6-carboxyfluorescein (82855-40-1) + 4',5'-dichloro-2',7'-dimethoxy-5-carboxyfluorescein (82855-39-8)

Guidance literature:

Multi-step reaction with 4 steps

1: chlorine / chloroform / 2.5 h

2: selenium(IV) oxide; dihydrogen peroxide / dichloromethane; water / 48 h / 20 °C

3: hydrogenchloride; methanol / 0.5 h / 20 °C

4: methanesulfonic acid; tin(IV) chloride / 6 h / 40 °C

With hydrogenchloride; methanol; selenium(IV) oxide; methanesulfonic acid; dihydrogen peroxide; chlorine; tin(IV) chloride; In dichloromethane; chloroform; water;

DOI:10.1021/jo202229t

Reference yield:

2-chloro-3-hydroxy-4-methoxybenzaldehyde (37687-57-3) → 4',5'-dichloro-2',7'-dimethoxy-6-carboxyfluorescein (82855-40-1) + 4',5'-dichloro-2',7'-dimethoxy-5-carboxyfluorescein (82855-39-8)

Guidance literature:

Multi-step reaction with 3 steps

1: selenium(IV) oxide; dihydrogen peroxide / dichloromethane; water / 48 h / 20 °C

2: hydrogenchloride; methanol / 0.5 h / 20 °C

3: methanesulfonic acid; tin(IV) chloride / 6 h / 40 °C

With hydrogenchloride; methanol; selenium(IV) oxide; methanesulfonic acid; dihydrogen peroxide; tin(IV) chloride; In dichloromethane; water;

DOI:10.1021/jo202229t

upstream raw materials:

isovanillin

trimellitic Anhydride

2-chloro-3-hydroxy-4-methoxybenzaldehyde