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

Base Information

• Chemical Name: 2-Phenyl-1-(2,4,6-trihydroxyphenyl)ethanone
• CAS No.: 727-71-9
• Molecular Formula: C14H12O4
• Molecular Weight: 244.247
• Hs Code.: 2914501900
• European Community (EC) Number: 622-088-5
• DSSTox Substance ID: DTXSID701262727
• Nikkaji Number: J270.613J
• ChEMBL ID: CHEMBL560920
• Mol file: 727-71-9.mol

Synonyms:727-71-9;2-phenyl-1-(2,4,6-trihydroxyphenyl)ethanone;2,4,6-Trihydroxy phenyl benzyl ketone;2-Phenyl-2',4',6'-trihydroxyacetophenone;2-phenyl-1-(2,4,6-trihydroxyphenyl)ethan-1-one;2',4',6'-Trihydroxy-2-phenylacetophenone;Ethanone,2-phenyl-1-(2,4,6-trihydroxyphenyl)-;ITB-4;Oprea1_503963;Oprea1_830507;2,4,6-Trihydroxydeoxybenzoin;SCHEMBL145265;CHEMBL560920;DTXSID701262727;MFCD00205539;2,4,6-trihydroxyphenyl benzyl ketone;AKOS001578250;Benzyl 2,4,6-Trihydroxyphenyl Ketone;BS-52942;CS-0156336;FT-0632882;T3390;T72882;2-Phenyl-2',4',6'-trihydroxyacetophenone, 97%;AE-848/00228004;SR-01000078585;SR-01000078585-1

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

Chemical Property:

• Vapor Pressure: 2.09E-08mmHg at 25°C
• Melting Point: 161-165 °C (lit.)
• Refractive Index: 1.674
• Boiling Point: 441.5 °C at 760 mmHg
• Flash Point: 234.9 °C
• PSA: 77.76000
• Density: 1.38 g/cm³
• LogP: 2.22880
• Solubility.: soluble in Methanol
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 244.07355886
• Heavy Atom Count: 18
• Complexity: 274

Purity/Quality:

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

2,4,6-TrihydroxyPhenylBenzylKetone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 41-43
• Safety Statements: 37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(=O)C2=C(C=C(C=C2O)O)O
• Uses: 2-Phenyl-2′,4′,6′-trihydroxyacetophenone can undergo reaction with citral to give the corresponding polycycle containing a citran and cyclol nucleus, which may possess biological and pharmaceutical properties.

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

There total 12 articles about 2-Phenyl-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: 85.0%

2,4,6-trihydroxyphenylbenzylketimine hydrochloride → 2-phenyl-2',4',6'-trihydroxyacetophenone (727-71-9)

Guidance literature:

With water; at 90 ℃; for 1h;

Reference yield: 72.5%

3,5-dihydroxyphenol (108-73-6) + phenylacetonitrile (140-29-4) → 2-phenyl-2',4',6'-trihydroxyacetophenone (727-71-9)

Guidance literature:

3,5-dihydroxyphenol; phenylacetonitrile; With hydrogenchloride; zinc(II) chloride; In diethyl ether; at 0 - 20 ℃;

With water; In methanol; for 5h; Reflux;

DOI:10.1016/j.bmc.2009.05.019

Reference yield: 65.0%

3,5-dihydroxyphenol (108-73-6) + phenylacetyl chloride (103-80-0) → 2-phenyl-2',4',6'-trihydroxyacetophenone (727-71-9)

Guidance literature:

With aluminum (III) chloride; In nitrobenzene; at 80 ℃; Inert atmosphere;

DOI:10.1002/open.202000008

upstream raw materials:

3,5-dihydroxyphenol

phenylacetonitrile

phenylacetyl chloride

phenylacetic acid

Downstream raw materials:

5,7-dihydroxy-4-oxo-3-phenyl-4H-chromene-2-carboxylic acid methyl ester

(E)-3-Phenyl-acrylic acid 4-oxo-3-phenyl-7-[(E)-(3-phenyl-acryloyl)oxy]-2-((E)-styryl)-4H-chromen-5-yl ester

4,5,7-Trihydroxy-3-phenyl-coumarin

benzyl 2,4,6-triacetoxyphenyl ketone

Refernces

• 1、 De Matos, Ana M.,Blázquez-Sánchez, M. Teresa,Bento-Oliveira, Andreia,De Almeida, Rodrigo F. M.,Nunes, Rafael,Lopes, Pedro E. M.,MacHuqueiro, Miguel,Cristóv?o, Joana S.,Gomes, Cláudio M.,Souza, Cleide S.,El Idrissi, Imane G.,Colabufo, Nicola A.,Diniz, Ana,Marcelo, Filipa,Oliveira, M. Concei??o,López, óscar,Fernandez-Bola?os, José G.,D?twyler, Philipp,Ernst, Beat,Ning, Ke,Garwood, Claire,Chen, Beining,Rauter, Amélia P.. "Glucosylpolyphenols as Inhibitors of Aβ-Induced Fyn Kinase Activation and Tau Phosphorylation: Synthesis, Membrane Permeability, and Exploratory Target Assessment within the Scope of Type 2 Diabetes and Alzheimer's Disease". . p. 11663 - 11690. Retrieved 2020/11/26.
• 2、 Zhao, Liyun,Liu, Hongxin,Huo, Luqiong,Wang, Miaomiao,Yang, Bao,Zhang, Weimin,Xu, Zhifang,Tan, Haibo,Qiu, Sheng-Xiang. "Structural optimization and antibacterial evaluation of rhodomyrtosone B analogues against MRSA strains". supporting information. p. 1698 - 1707. Retrieved 2018/10/26.