3-(4-Bromophenyl)-7-hydroxychromen-2-one

Base Information

• Chemical Name: 3-(4-Bromophenyl)-7-hydroxychromen-2-one
• CAS No.: 331821-29-5
• Molecular Formula: C15H9BrO3
• Molecular Weight: 317.139
• DSSTox Substance ID: DTXSID10419826
• Wikidata: Q82231035
• Pharos Ligand ID: XLF9G8X8P3B4
• Metabolomics Workbench ID: 74046
• ChEMBL ID: CHEMBL4761710
• Mol file: 331821-29-5.mol

Synonyms:331821-29-5;3-(4-bromophenyl)-7-hydroxychromen-2-one;ST057513;3-(4-BROMOPHENYL)-7-HYDROXY-2H-CHROMEN-2-ONE;CHEMBL4761710;SCHEMBL1325165;DTXSID10419826;BDBM50553880;3(4'-bromophenyl)-7-hydroxycoumarin;AKOS016402913;CS-0253932;3-(4 inverted exclamation mark -Bromophenyl)-7-hydroxycoumarin

Chemical Property of 3-(4-Bromophenyl)-7-hydroxychromen-2-one

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:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC3=C(C=C(C=C3)O)OC2=O)Br

Technology Process of 3-(4-Bromophenyl)-7-hydroxychromen-2-one

There total 6 articles about 3-(4-Bromophenyl)-7-hydroxychromen-2-one 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: 85.0%

2,4-Dihydroxybenzaldehyde (95-01-2) + 2-(4-bromophenyl)-acetic acid (1878-68-8) → 3-(4-bromophenyl)-7-hydroxy-2H-chromen-2-one (331821-29-5)

Guidance literature:

With sodium acetate; acetic anhydride; for 2h; Reflux;

DOI:10.3390/molecules25092063

Reference yield: 20.0%

4-Bromophenylboronic acid (5467-74-3) + 7-hydroxy-2-oxo-2H-chromene-3-carboxylic acid (779-27-1) → 3-(4-bromophenyl)-7-hydroxy-2H-chromen-2-one (331821-29-5)

Guidance literature:

With dipotassium peroxodisulfate; In water; 1,2-dichloro-ethane; at 100 ℃; for 2h; regioselective reaction; Sealed tube; Green chemistry;

DOI:10.1039/c7cc02107k

Reference yield:

C21H23BrO3Si → 3-(4-bromophenyl)-7-hydroxy-2H-chromen-2-one (331821-29-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/acs.jmedchem.0c01160

upstream raw materials:

4-Bromophenylboronic acid

7-hydroxy-2-oxo-2H-chromene-3-carboxylic acid

2,4-Dihydroxybenzaldehyde

2-(4-bromophenyl)-acetic acid