4'-Hydroxyflavone

Base Information

• Chemical Name: 4'-Hydroxyflavone
• CAS No.: 4143-63-9
• Molecular Formula: C15H10 O3
• Molecular Weight: 238.243
• Hs Code.: 2914501900
• European Community (EC) Number: 835-257-5
• NSC Number: 22357
• UNII: 8I6VZR0K67
• DSSTox Substance ID: DTXSID70877680
• Nikkaji Number: J354.016B
• Wikidata: Q27270572
• Pharos Ligand ID: NG925K2R38DC
• Metabolomics Workbench ID: 74579
• ChEMBL ID: CHEMBL327209
• Mol file: 4143-63-9.mol

Synonyms:4'-hydroxyflavone

Chemical Property of 4'-Hydroxyflavone

Chemical Property:

• Vapor Pressure: 7.53E-08mmHg at 25°C
• Melting Point: 269-270 °C(Solv: ethanol (64-17-5))
• Boiling Point: 425.8°Cat760mmHg
• PKA: 8.41±0.13(Predicted)
• Flash Point: 165.7°C
• PSA: 50.44000
• Density: 1.34g/cm³
• LogP: 3.16560
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 238.062994177
• Heavy Atom Count: 18
• Complexity: 353

Purity/Quality:

≥98% ^*data from raw suppliers

4''-Hydroxyflavone ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C=C(O2)C3=CC=C(C=C3)O

Technology Process of 4'-Hydroxyflavone

There total 51 articles about 4'-Hydroxyflavone 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: 99.0%

2-[4-(benzyloxy)phenyl]-4H-chromen-4-one (95161-87-8) → 4'-hydroxyflavone (4143-63-9)

Guidance literature:

With 10% palladium hydroxide on charcoal; hydrogen; In ethanol; at 60 ℃; for 1h;

DOI:10.3987/COM-13-S(S)107

Reference yield: 95.0%

4'-methoxyflavone (4143-74-2) → 4'-hydroxyflavone (4143-63-9)

Guidance literature:

With boron tribromide; In dichloromethane; at -70 - 20 ℃; Inert atmosphere;

DOI:10.1055/s-0030-1258140

Reference yield: 88.8%

benzoyl chloride (98-88-4) + 4-Hydroxyacetophenone (99-93-4) → 4'-hydroxyflavone (4143-63-9)

Guidance literature:

4-Hydroxyacetophenone; With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 0.666667h; Inert atmosphere;

benzoyl chloride; In tetrahydrofuran; at 0 - 20 ℃; for 12h; Inert atmosphere;

With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 12h; Inert atmosphere; Reflux;

DOI:10.2174/1570178615666180621094529

upstream raw materials:

1-(2-methoxyphenyl)-3-(4-methoxyphenyl)propane-1,3-dione

2-[4-(benzyloxy)phenyl]-4H-chromen-4-one

2',4-dihydroxychalcone

3-(methoxycarbonyl)-2-(4-methoxyphenyl)-4H-benzopyran-4-one

Refernces

• 1、 Haidar,Jabbour,Al-Khayat,Aichele,Jose. "Synthesis and biological evaluation of novel 2 (4'-hydroxynaphthyl) chromen-4-one as a CK2 inhibitor". . p. 191 - 195. Retrieved 2018.
• 2、 Son, Seung Hwan,Cho, Yang Yil,Yoo, Hyung-Seok,Lee, Soo Jin,Kim, Young Min,Jang, Hyu Jeong,Kim, Dong Hwan,Shin, Jeong-Won,Kim, Nam-Jung. "Divergent synthesis of flavones and flavanones from 2′-hydroxydihydrochalconesviapalladium(ii)-catalyzed oxidative cyclization". . p. 14000 - 14006. Retrieved 2021/04/22.
• 3、 Vimal, Manorama,Pathak, Uma,Halve, Anand Kumar. "Water-mediated phosphorylative cyclodehydrogenation: An efficient preparation of flavones and flavanones". supporting information. p. 2805 - 2814. Retrieved 2019/08/12.