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

Base Information

• Chemical Name: 2-(4-Methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)ethanone
• CAS No.: 15485-66-2
• Molecular Formula: C15H14O5
• Molecular Weight: 274.273
• Hs Code.: 2914509090
• European Community (EC) Number: 633-860-6
• NSC Number: 76058
• DSSTox Substance ID: DTXSID10291508
• Nikkaji Number: J270.621K
• Wikidata: Q72513542
• ChEMBL ID: CHEMBL557305
• Mol file: 15485-66-2.mol

Synonyms:15485-66-2;1-(2,4,6-TRIHYDROXYPHENYL)-2-(4-METHOXYPHENYL)ETHANONE;2-(4-methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)ethanone;2-(4-methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)ethan-1-one;CHEMBL557305;NSC76058;4-Methoxybenzyl 2,4,6-trihydroxyphenyl ketone;Oprea1_784727;SCHEMBL1224101;DTXSID10291508;BDBM50295964;MFCD00020121;NSC-76058;STK888280;AKOS000275888;CCG-248059;XT161884;2,4,6-Trihydroxy-4''-methoxydeoxybenzoin;2,4,6-Trihydroxy-4?-methoxydesoxybenzoin;CS-0320886;F1190-0465

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

Chemical Property:

• Appearance/Colour: Colorless to light yellow crystal
• Vapor Pressure: 1.13E-09mmHg at 25°C
• Melting Point: 192-193 °C
• Refractive Index: 1.647
• Boiling Point: 475.7 °C at 760 mmHg
• PKA: 7.09±0.40(Predicted)
• Flash Point: 180.1 °C
• PSA: 86.99000
• Density: 1.364 g/cm³
• LogP: 2.23740
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 274.08412354
• Heavy Atom Count: 20
• Complexity: 312

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(2,4,6-Trihydroxyphenyl)-2-(4-methoxyphenyl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CC(=O)C2=C(C=C(C=C2O)O)O

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

There total 9 articles about 2-(4-Methoxyphenyl)-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: 91.0%

3,5-dihydroxyphenol (108-73-6) + p-methoxybenzylnitrile (104-47-2) → 2,4,6-trihydroxy-4'-methoxydeoxybenzoin (15485-66-2)

Guidance literature:

With hydrogenchloride; zinc(II) chloride; In diethyl ether; 1.) 0 deg C, 6 h, 2.) r.t., 24 h;

DOI:10.1055/s-1998-2221

Reference yield: 68.0%

4-Methoxyphenylacetic acid (104-01-8) + 3,5-dihydroxyphenol (108-73-6) → 2,4,6-trihydroxy-4'-methoxydeoxybenzoin (15485-66-2)

Guidance literature:

With zinc(II) chloride; trichlorophosphate; for 24h; Ambient temperature;

Reference yield:

4,6-dihydroxy-2-(4-methoxyphenyl)benzofuran-3(2H)-one (117828-32-7) → 2,4,6-trihydroxy-4'-methoxydeoxybenzoin (15485-66-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

upstream raw materials:

3,5-dihydroxyphenol

p-methoxybenzylnitrile

4-methoxyphenyl-acetic chloride

4-Methoxyphenylacetic acid

Downstream raw materials:

2-carbethoxy-5,7-dihydroxy-4'-methoxyisoflavone

ethyl 5,7-dihydroxy-3-(4-methoxyphenyl)-4-oxochromene-2-carboxylate

2-ethyl-3-(4-methoxy-phenyl)-5,7-bis-propionyloxy-chromen-4-one

4,5,7-Trihydroxy-4'-methoxy-3-phenyl-cumarin

Refernces

• 1、 Shriner,Hull. "-". . p. 288,290. Retrieved 1945.
• 2、 Hamza Sherif, Salah,Gebreyohannes, BerihuTekluu. "Synthesis, Characterization, and Antioxidant Activities of Genistein, Biochanin A, and Their Analogues". . . Retrieved 2018/04/30.
• 3、 Mrug,Bondarenko,Khilya,Frasinyuk. "Synthesis and aminomethylation of 7-hydroxy-5-methoxyisoflavones". . p. 235 - 241. Retrieved 2013/07/26.