Ochnaflavone

Base Information

• Chemical Name: Ochnaflavone
• CAS No.: 50276-96-5
• Molecular Formula: C₃₀H₁₈O₁₀
• Molecular Weight: 538.467
• UNII: 5B97Q9UZ5T
• DSSTox Substance ID: DTXSID70198281
• Nikkaji Number: J12.910K
• Wikipedia: Ochnaflavone
• Wikidata: Q17099497
• Metabolomics Workbench ID: 125223
• ChEMBL ID: CHEMBL187504
• Mol file: 50276-96-5.mol

Synonyms:ochnaflavone

Chemical Property of Ochnaflavone

Chemical Property:

• Vapor Pressure: 6.31E-29mmHg at 25°C
• Boiling Point: 832.1oC at 760 mmHg
• PKA: 6.49±0.40(Predicted)
• Flash Point: 281.5oC
• PSA: 170.80000
• Density: 1.622g/cm3
• LogP: 5.55370
• Storage Temp.: 2-8°C
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 538.08999677
• Heavy Atom Count: 40
• Complexity: 1030

Purity/Quality:

98%min ^*data from raw suppliers

Ochnaflavone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)OC4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)O

Technology Process of Ochnaflavone

There total 13 articles about Ochnaflavone 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: 86.0%

penta-O-methylochnaflavon (49619-88-7) → Ochnaflavone (50276-96-5)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 - 60 ℃; for 24h; Reflux;

DOI:10.5012/bkcs.2014.35.11.3219

Reference yield:

isovanillin (621-59-0) → Ochnaflavone (50276-96-5)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

2: potassium hydroxide / ethanol / Cooling with ice

3: iodine / pyridine / 24 h / 80 °C

4: boron tribromide / dichloromethane / 72 h / 20 °C / Inert atmosphere

With iodine; boron tribromide; potassium carbonate; potassium hydroxide; In pyridine; ethanol; dichloromethane; N,N-dimethyl-formamide; 2: |Claisen-Schmidt Condensation;

DOI:10.3762/bjoc.9.152

Reference yield:

2-hydroxy-4,6-dimethoxyacetophenone (90-24-4) → Ochnaflavone (50276-96-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium hydroxide / methanol / 20 °C

2.1: iodine / dimethyl sulfoxide / 100 °C

3.1: potassium carbonate / N,N-dimethyl acetamide; toluene / 4 h / 140 °C / Inert atmosphere

3.2: 12 h / 160 °C / Inert atmosphere

4.1: boron tribromide / dichloromethane / 24 h / 0 - 60 °C / Reflux

With iodine; boron tribromide; potassium carbonate; potassium hydroxide; In methanol; dichloromethane; N,N-dimethyl acetamide; dimethyl sulfoxide; toluene; 1.1: |Claisen-Schmidt Condensation / 3.2: |Ullmann Condensation;

DOI:10.5012/bkcs.2014.35.11.3219

upstream raw materials:

3-(4-formylphenoxy)-4-methoxybenzaldehyde

isovanillin

4-fluorobenzaldehyde

penta-O-methylochnaflavon

Refernces

• 1、 Ndoile, Monica M.,Van Heerden, Fanie R.. "Total synthesis of ochnaflavone". . p. 1346 - 1351. Retrieved 2013/08/23.