4H-1-Benzopyran-4-one, 7-hydroxy-3-methoxy-2-phenyl-

Base Information

• Chemical Name: 4H-1-Benzopyran-4-one, 7-hydroxy-3-methoxy-2-phenyl-
• CAS No.: 65625-34-5
• Molecular Formula: C16H12O4
• Molecular Weight: 268.269
• DSSTox Substance ID: DTXSID00215874
• Nikkaji Number: J1.130D
• Wikidata: Q83091989
• ChEMBL ID: CHEMBL243662
• Mol file: 65625-34-5.mol

Synonyms:65625-34-5;7-Hydroxy-3-methoxy-2-phenyl-4H-chromen-4-one;4H-1-Benzopyran-4-one, 7-hydroxy-3-methoxy-2-phenyl-;7-Hydroxy-3-methoxy-2-phenyl-4H-1-benzopyran-4-one;7-hydroxy-3-methoxyflavone;3-Methoxy-7-hydroxyflavone;CHEMBL243662;DTXSID00215874;IDNRUSTZBHNIHZ-UHFFFAOYSA-N

Chemical Property of 4H-1-Benzopyran-4-one, 7-hydroxy-3-methoxy-2-phenyl-

Chemical Property:

• Vapor Pressure: 4.14E-10mmHg at 25°C
• Boiling Point: 487°Cat760mmHg
• Flash Point: 186.6°C
• PSA: 59.67000
• Density: 1.36g/cm³
• LogP: 3.17420
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 268.07355886
• Heavy Atom Count: 20
• Complexity: 409

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(OC2=C(C1=O)C=CC(=C2)O)C3=CC=CC=C3

Technology Process of 4H-1-Benzopyran-4-one, 7-hydroxy-3-methoxy-2-phenyl-

There total 10 articles about 4H-1-Benzopyran-4-one, 7-hydroxy-3-methoxy-2-phenyl- 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: 78.0%

7-(benzyloxy)-3-methoxy-2-phenyl-4H-chromen-4-one → 7-hydroxy-3-methoxy-2-phenyl-4H-chromen-4-one (65625-34-5)

Guidance literature:

With hydrogen bromide; acetic acid; at 20 ℃; for 4h;

DOI:10.1039/c5ra13912k

Reference yield:

benzoic acid anhydride (93-97-0) → 7-hydroxy-3-methoxy-2-phenyl-4H-chromen-4-one (65625-34-5)

Guidance literature:

With sodium benzoate; at 180 - 185 ℃; under 20 Torr; Kochen des Reaktionsprodukts mit waessrig-alkoholischer Kalilauge;

Reference yield:

2',4'-dihydroxy-4-acetophenone (89-84-9) → 7-hydroxy-3-methoxy-2-phenyl-4H-chromen-4-one (65625-34-5)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium carbonate; potassium iodide / acetone / 6 h / Reflux

2: potassium hydroxide / methanol / 10 h / 20 °C

3: dihydrogen peroxide; sodium hydroxide / methanol / 2 h / 20 °C

4: potassium carbonate / acetonitrile / 10 h / 20 °C

5: acetic acid; hydrogen bromide / 4 h / 20 °C

With hydrogen bromide; dihydrogen peroxide; potassium carbonate; acetic acid; potassium iodide; potassium hydroxide; sodium hydroxide; In methanol; acetone; acetonitrile;

DOI:10.1039/c5ra13912k

upstream raw materials:

3,7-dihydroxyflavone

dimethyl sulfate

1-(2,4-bis-benzoyloxy-phenyl)-2-methoxy-ethanone

benzoic acid anhydride

Downstream raw materials:

7-hydroxy-3-methoxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde

8-allyl-7-hydroxy-3-methoxy-2-phenyl-chromen-4-one

3-methoxy-4-oxo-2-phenyl-4H-furo[2,3-h]chromene-8-carboxylic acid ethyl ester

(8-formyl-3-methoxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)-acetic acid ethyl ester

Refernces

• 1、 Serdiuk,Roshal. "Single and double intramolecular proton transfers in the electronically excited state of flavone derivatives". . p. 102191 - 102203. Retrieved 2015/12/11.