3-(4-bromophenyl)-7-hydroxy-4H-chromen-4-one

Base Information

• Chemical Name: 3-(4-bromophenyl)-7-hydroxy-4H-chromen-4-one
• CAS No.: 96644-05-2
• Molecular Formula: C15H9BrO3
• Molecular Weight: 317.139
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID70419862
• Wikidata: Q82231078
• Mol file: 96644-05-2.mol

Synonyms:3-(4-bromophenyl)-7-hydroxy-4H-chromen-4-one;96644-05-2;3-(4-bromophenyl)-7-hydroxychromen-4-one;AKOS BBS-00006060;IFLab1_000422;SCHEMBL2549643;DTXSID70419862;NGCRKXKWFTUSKG-UHFFFAOYSA-N;HMS1413D04;WDA64405;BBL034809;MFCD01235529;STK888283;AKOS000270915;IDI1_008641;AS-42777;SY237384;3-(4-bromophenyl)-7-hydroxy-chromen-4-one;CS-0268094;EU-0036551;3-(4-bromo-phenyl)-7-hydroxy-chromen-4-one;VU0088448-2;SR-01000417044;SR-01000417044-1;Z57604386;F0196-0669

Chemical Property of 3-(4-bromophenyl)-7-hydroxy-4H-chromen-4-one

Chemical Property:

• Vapor Pressure: 4.52E-10mmHg at 25°C
• Boiling Point: 486oC at 760 mmHg
• Flash Point: 247.7oC
• PSA: 50.44000
• Density: 1.635g/cm3
• LogP: 3.92810
• XLogP3: 3.5
• 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:

97% ^*data from raw suppliers

3-(4-Bromophenyl)-7-hydroxy-4H-chromen-4-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)O)Br
• Uses: 3-(4-Bromophenyl)-7-hydroxy-4H-1-benzopyran-4-one is used as a reactant in the synthesis of isoflavone derivatives and analogs.

Technology Process of 3-(4-bromophenyl)-7-hydroxy-4H-chromen-4-one

There total 12 articles about 3-(4-bromophenyl)-7-hydroxy-4H-chromen-4-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: 93.0%

2-(4-bromophenyl)-1-(2,4-dihydroxyphenyl)ethan-1-one (92152-60-8) + orthoformic acid triethyl ester (122-51-0) → 7-hydroxy-3-(4’-bromophenyl)-4H-1-benzopyran-4-one (96644-05-2)

Guidance literature:

With piperidine; In pyridine; at 120 - 130 ℃;

DOI:10.1007/BF00515229

Reference yield: 85.0%

2-(4-bromophenyl)-1-(2,4-dihydroxyphenyl)ethan-1-one (92152-60-8) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 7-hydroxy-3-(4’-bromophenyl)-4H-1-benzopyran-4-one (96644-05-2)

Guidance literature:

2-(4-bromophenyl)-1-(2,4-dihydroxyphenyl)ethan-1-one; N,N-dimethyl-formamide; With boron trifluoride diethyl etherate; for 0.166667h; Inert atmosphere;

With methanesulfonyl chloride; at 55 - 80 ℃; for 25h; Inert atmosphere;

DOI:10.1016/j.tet.2018.05.003

Reference yield:

methanesulfonyl chloride (124-63-0) + recorcinol (108-46-3) + 2-(4-bromophenyl)-acetic acid (1878-68-8) → 7-hydroxy-3-(4’-bromophenyl)-4H-1-benzopyran-4-one (96644-05-2)

Guidance literature:

recorcinol; 2-(4-bromophenyl)-acetic acid; With boron trifluoride diethyl etherate; at 70 - 75 ℃; for 4h; Inert atmosphere;

methanesulfonyl chloride; In N,N-dimethyl-formamide; at 75 - 80 ℃; for 1.5h; Inert atmosphere;

DOI:10.1016/j.saa.2014.08.009

upstream raw materials:

2-(4-bromophenyl)-1-(2,4-dihydroxyphenyl)ethan-1-one

orthoformic acid triethyl ester

recorcinol

2-(4-bromophenyl)-acetic acid

Downstream raw materials:

7-decanoyloxy-3-(4'-bromophenyl)-4H-1-benzopyran-4-one

3-(4-bromophenyl)-7-hydroxy-4-oxo-4H-1-benzopyran-8-carboxaldehyde