3,8'-Biapigenin

Base Information

• Chemical Name: 3,8'-Biapigenin
• CAS No.: 101140-06-1
• Molecular Formula: C30H18 O10
• Molecular Weight: 538.467
• DSSTox Substance ID: DTXSID301318358
• Nikkaji Number: J1.028.424D
• Wikidata: Q105117624
• Pharos Ligand ID: YBDAPHTRSR1R
• Metabolomics Workbench ID: 141320
• ChEMBL ID: CHEMBL515252
• Mol file: 101140-06-1.mol

Synonyms:bi-apigenin;biapigenin

Chemical Property of 3,8'-Biapigenin

Chemical Property:

• Vapor Pressure: 2.79E-35mmHg at 25°C
• Melting Point: 258-260 °C
• Refractive Index: 1.793
• Boiling Point: 910.5°Cat760mmHg
• PKA: 5.57±0.40(Predicted)
• Flash Point: 308.4°C
• PSA: 181.80000
• Density: 1.656g/cm³
• LogP: 5.13400
• Storage Temp.: 2-8°C
• XLogP3: 5
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 3
• Exact Mass: 538.08999677
• Heavy Atom Count: 40
• Complexity: 1050

Purity/Quality:

98%min ^*data from raw suppliers

I3,II8-Biapigenin analytical standard ^*data from reagent suppliers

Safty Information:

• Safety Statements: S22:; S24/25:

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)O

Technology Process of 3,8'-Biapigenin

There total 8 articles about 3,8'-Biapigenin 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: 92.0%

5,7-diisopropoxy-2'-(4-isopropoxyphenyl)-5',7'-dimethoxy-2-(4-methoxyphenyl)-4H,4'H-[3,8'-dibenzopyran]-4,4'-dione → 3,8-biapigenin (101140-06-1)

Guidance literature:

With boron tribromide; In 1,2-dichloro-ethane; at -78 - 100 ℃; for 12h;

Reference yield:

2-hydroxy-4,6-dimethoxyacetophenone (90-24-4) → 3,8-biapigenin (101140-06-1)

Guidance literature:

Multi-step reaction with 6 steps

1: potassium hydroxide / ethanol; water / 8 h / 60 °C

2: iodine / dimethyl sulfoxide / 6 h / 130 °C

3: N-iodo-succinimide / N,N-dimethyl-formamide / 8 h / 60 °C

4: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / acetonitrile / 8 h / 80 °C / Inert atmosphere

5: chloro(1,5-cyclooctadiene)rhodium(I) dimer; copper(II) acetate monohydrate; 1,2,3,4-tetraphenylcyclopentadiene / o-xylene / 12 h / 140 °C / Inert atmosphere

6: boron tribromide / 1,2-dichloro-ethane / 12 h / -78 - 100 °C

With bis-triphenylphosphine-palladium(II) chloride; N-iodo-succinimide; copper(l) iodide; chloro(1,5-cyclooctadiene)rhodium(I) dimer; 1,2,3,4-tetraphenylcyclopentadiene; iodine; copper(II) acetate monohydrate; boron tribromide; triethylamine; potassium hydroxide; In ethanol; o-xylene; water; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

4-isopropoxybenzaldehyde (18962-05-5) → 3,8-biapigenin (101140-06-1)

Guidance literature:

Multi-step reaction with 6 steps

1: potassium hydroxide / ethanol; water / 8 h / 60 °C

2: iodine / dimethyl sulfoxide / 6 h / 130 °C

3: N-iodo-succinimide / N,N-dimethyl-formamide / 8 h / 60 °C

4: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / acetonitrile / 8 h / 80 °C / Inert atmosphere

5: chloro(1,5-cyclooctadiene)rhodium(I) dimer; copper(II) acetate monohydrate; 1,2,3,4-tetraphenylcyclopentadiene / o-xylene / 12 h / 140 °C / Inert atmosphere

6: boron tribromide / 1,2-dichloro-ethane / 12 h / -78 - 100 °C

With bis-triphenylphosphine-palladium(II) chloride; N-iodo-succinimide; copper(l) iodide; chloro(1,5-cyclooctadiene)rhodium(I) dimer; 1,2,3,4-tetraphenylcyclopentadiene; iodine; copper(II) acetate monohydrate; boron tribromide; triethylamine; potassium hydroxide; In ethanol; o-xylene; water; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

2-hydroxy-4,6-dimethoxyacetophenone

4-isopropoxybenzaldehyde

Refernces