Arcapillin

Base Information

• Chemical Name: Arcapillin
• CAS No.: 83162-82-7
• Molecular Formula: C₁₈H₁₆O₈
• Molecular Weight: 360.32
• UNII: S53LT52TKY
• DSSTox Substance ID: DTXSID001003170
• Wikipedia: Arcapillin
• Wikidata: Q15634194
• Metabolomics Workbench ID: 24365
• Mol file: 83162-82-7.mol

Synonyms:Arcapillin;83162-82-7;2-(2,4-DIHYDROXY-5-METHOXYPHENYL)-5-HYDROXY-6,7-DIMETHOXY-4H-1-BENZOPYRAN-4-ONE;S53LT52TKY;2-(2,4-dihydroxy-5-methoxyphenyl)-5-hydroxy-6,7-dimethoxychromen-4-one;4H-1-Benzopyran-4-one, 2-(2,4-dihydroxy-5-methoxyphenyl)-5-hydroxy-6,7-dimethoxy-;UNII-S53LT52TKY;SCHEMBL8814714;CHEBI:81339;DTXSID001003170;LMPK12111282;AKOS040747840;C17787;2',4',5-trihydroxy-5',6,7-trimethoxyflavone;5,2',4'-trihydroxy-6,7,5'-trimethoxy flavone;Q15634194;2-(2,4-dihydroxy-5-methoxy-phenyl)-5-hydroxy-6,7-dimethoxy-chromen-4-one;2-(2,4-Dihydroxy-5-methoxyphenyl)-5-hydroxy-6,7-dimethoxy-4H-chromen-4-one

Chemical Property of Arcapillin

Chemical Property:

• Vapor Pressure: 1.06E-16mmHg at 25°C
• Boiling Point: 634.7°C at 760 mmHg
• Flash Point: 233.3°C
• Density: 1.461g/cm³
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 360.08451746
• Heavy Atom Count: 26
• Complexity: 549

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)OC)O)O)O

Technology Process of Arcapillin

There total 8 articles about Arcapillin 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:

2',4'-diisopropyloxy-5,5',6,7-tetramethoxyflavone → 2',4',5-trihydroxy-5',6,7-trimethoxyflavone (83162-82-7)

Guidance literature:

With boron trichloride; at -70 ℃;

DOI:10.1248/cpb.32.4935

Reference yield:

6-hydroxy-2,3,4-trimethoxyacetophenone (22248-14-2) → 2',4',5-trihydroxy-5',6,7-trimethoxyflavone (83162-82-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.2 g

2: 0.28 g / DDQ

3: 0.12 g / BCl₃ / -70 °C

With boron trichloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone;

DOI:10.1248/cpb.32.4935

Reference yield:

1,3-diisopropoxybenzene (79128-08-8) → 2',4',5-trihydroxy-5',6,7-trimethoxyflavone (83162-82-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 13.7 g / POCl₃

2: 9.4 g / 30percent H₂O₂, 90percent HCOOH

3: 8 g / methylation

4: 8 g / POCl₃

5: 1.2 g

6: 0.28 g / DDQ

7: 0.12 g / BCl₃ / -70 °C

With formic acid; dihydrogen peroxide; boron trichloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; trichlorophosphate;

DOI:10.1248/cpb.32.4935

upstream raw materials:

6-hydroxy-2,3,4-trimethoxyacetophenone

1,3-diisopropoxybenzene

1,3-bis(isopropyloxy)-4-methoxybenzene

2'-hydroxy-2,4-diisopropyloxy-4',5,5',6'-tetramethoxychalcone