6-Bromo-4'-hydroxyflavone

Base Information

• Chemical Name: 6-Bromo-4'-hydroxyflavone
• CAS No.: 288401-01-4
• Molecular Formula: C15H9 Br O3
• Molecular Weight: 317.139
• DSSTox Substance ID: DTXSID60469972
• Wikidata: Q82297920
• Mol file: 288401-01-4.mol

Synonyms:6-BROMO-4'-HYDROXYFLAVONE;288401-01-4;6-BROMO-2-(4-HYDROXYPHENYL)-4H-CHROMEN-4-ONE;6-bromo-2-(4-hydroxyphenyl)chromen-4-one;SCHEMBL4988784;4H-1-Benzopyran-4-one, 6-bromo-2-(4-hydroxyphenyl)-;DTXSID60469972;BQCQPDOLZOGWPV-UHFFFAOYSA-N;MB01648

Chemical Property of 6-Bromo-4'-hydroxyflavone

Chemical Property:

• PSA: 50.44000
• LogP: 3.92810
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 315.97351
• Heavy Atom Count: 19
• Complexity: 385

Purity/Quality:

98.5% ^*data from raw suppliers

6-BROMO-2-(4-HYDROXYPHENYL)-4H-CHROMEN-4-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=CC(=C3)Br)O

Technology Process of 6-Bromo-4'-hydroxyflavone

There total 6 articles about 6-Bromo-4'-hydroxyflavone 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: 32.0%

C22H15BrO3 → 6-bromo-4'-hydroxyflavone (288401-01-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; Reflux;

DOI:10.1002/cmdc.201700225

Reference yield: 13.1%

6-Bromo-4'-methoxyflavone (89112-86-7) → 6-bromo-4'-hydroxyflavone (288401-01-4)

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1021/jm050635e

Reference yield:

4-methoxy-benzoyl chloride (100-07-2) → 6-bromo-4'-hydroxyflavone (288401-01-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 96.5 percent / pyridine / 0.58 h

2: 85.2 percent / KOH; pyridine / 0.25 h / 50 °C

3: 79.4 percent / H₂SO₄; AcOH / 1 h / Heating

4: 13.1 percent / BBr₃ / CH₂Cl₂ / 6 h / 20 °C

With pyridine; potassium hydroxide; sulfuric acid; boron tribromide; acetic acid; In dichloromethane;

DOI:10.1021/jm050635e

upstream raw materials:

6-Bromo-4'-methoxyflavone

4-methoxy-benzoyl chloride

4-methoxybenzoic acid 2-acetyl-4-bromophenyl ester

1-(5-bromo-2-hydroxyphenyl)-3-(4-methoxyphenyl)propane-1,3-dione

Downstream raw materials:

6-(tributylstannyl)-4'-hydroxyflavone

Refernces

• 1、 -. "COMPOSITION FOR AMYLOID-ASSOCIATED DISEASE DIAGNOSIS". Page/Page column 5; 34; 44; 52. . Retrieved 2010/11/28.