2-(4-Bromophenyl)-1-(2,4,6-trihydroxyphenyl)ethanone

Base Information

• Chemical Name: 2-(4-Bromophenyl)-1-(2,4,6-trihydroxyphenyl)ethanone
• CAS No.: 147220-80-2
• Molecular Formula: C14H11 Br O4
• Molecular Weight: 323.143
• European Community (EC) Number: 650-976-2
• DSSTox Substance ID: DTXSID50351014
• Wikidata: Q82127104
• ChEMBL ID: CHEMBL204304
• Mol file: 147220-80-2.mol

Synonyms:2-(4-bromophenyl)-1-(2,4,6-trihydroxyphenyl)ethanone;147220-80-2;2(4'-Bromophenyl)-2',4',6'-trihydroxyacetophenone;Ethanone, 2-(4-bromophenyl)-1-(2,4,6-trihydroxyphenyl)-;2(4/'-BROMOPHENYL)-2/',4/',6/'-TRIHYDROXYACETOPHENONE;Oprea1_176431;CHEMBL204304;DTXSID50351014;MFCD00854041;AKOS002384969;F6170-0125

Chemical Property of 2-(4-Bromophenyl)-1-(2,4,6-trihydroxyphenyl)ethanone

Chemical Property:

• Melting Point: 222-224 °C
• Boiling Point: 492.5±14.0 °C(Predicted)
• PKA: 7.04±0.40(Predicted)
• PSA: 77.76000
• Density: 1.673±0.06 g/cm3(Predicted)
• LogP: 2.99130
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 321.98407
• Heavy Atom Count: 19
• Complexity: 303

Purity/Quality:

98% ^*data from raw suppliers

2-(4-Bromophenyl)-1-(2,4,6-trihydroxyphenyl)ethanone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(=O)C2=C(C=C(C=C2O)O)O)Br

Technology Process of 2-(4-Bromophenyl)-1-(2,4,6-trihydroxyphenyl)ethanone

There total 2 articles about 2-(4-Bromophenyl)-1-(2,4,6-trihydroxyphenyl)ethanone 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: 54.0%

3,5-dihydroxyphenol (108-73-6) + 4-Bromophenylacetonitrile (16532-79-9) → 2-(4-bromophenyl)-1-(2,4,6-trihydroxyphenyl)ethanone (147220-80-2)

Guidance literature:

3,5-dihydroxyphenol; 4-Bromophenylacetonitrile; With zinc(II) chloride; In diethyl ether; at 0 ℃;

With hydrogenchloride; In diethyl ether;

DOI:10.1007/s11094-020-02298-5

Reference yield: 48.0%

(4-methylphenyl)acetonitrile (2947-61-7) + 3,5-dihydroxyphenol (108-73-6) → 2-(4-bromophenyl)-1-(2,4,6-trihydroxyphenyl)ethanone (147220-80-2)

Guidance literature:

(4-methylphenyl)acetonitrile; 3,5-dihydroxyphenol; With hydrogenchloride; zinc(II) chloride; In diethyl ether; at 0 ℃;

With water; for 2h; Reflux;

DOI:10.1155/2018/4032105

Reference yield: 90.0%

2-(4-bromophenyl)-1-(2,4,6-trihydroxyphenyl)ethanone (147220-80-2) + formyl acetic anhydride (2258-42-6) → 3-(4-bromophenyl)-5,7-dihydroxy-4H-chromen-4-one (62845-09-4)

Guidance literature:

With triethylamine; for 0.166667h;

DOI:10.1007/BF00475243

upstream raw materials:

3,5-dihydroxyphenol

4-Bromophenylacetonitrile

(4-methylphenyl)acetonitrile

Downstream raw materials:

3-(4-bromophenyl)-5,7-dihydroxy-4H-chromen-4-one

Refernces

• 1、 Hamza Sherif, Salah,Gebreyohannes, BerihuTekluu. "Synthesis, Characterization, and Antioxidant Activities of Genistein, Biochanin A, and Their Analogues". . . Retrieved 2018/04/30.