Swertinin

Base Information

• Chemical Name: Swertinin
• CAS No.: 25991-81-5
• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.257
• UNII: ZZ59ZHM9K7
• DSSTox Substance ID: DTXSID40948896
• Nikkaji Number: J16.749E
• Wikidata: Q82926724
• Mol file: 25991-81-5.mol

Synonyms:Swertinin;25991-81-5;ZZ59ZHM9K7;Xanthen-9-one, 6,8-dihydroxy-1,2-dimethoxy-;6,8-DIHYDROXY-1,2-DIMETHOXY-9H-XANTHEN-9-ONE;UNII-ZZ59ZHM9K7;DTXSID40948896;9H-XANTHEN-9-ONE, 6,8-DIHYDROXY-1,2-DIMETHOXY-

Chemical Property of Swertinin

Chemical Property:

• Vapor Pressure: 1.58E-12mmHg at 25°C
• Boiling Point: 545.9°C at 760 mmHg
• Flash Point: 210.5°C
• Density: 1.452g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 288.06338810
• Heavy Atom Count: 21
• Complexity: 400

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C2=C(C=C1)OC3=CC(=CC(=C3C2=O)O)O)OC

Technology Process of Swertinin

There total 3 articles about Swertinin 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:

3,5-dihydroxyphenol (108-73-6) + 2,3,6-trimethoxybenzoic acid (60241-74-9) → 1,3-dihydroxy-7,8-dimethoxyxanthone (25991-81-5) + 1,3-dihydroxy-5,8-dimethoxyxanthone (114567-42-9)

Guidance literature:

With methanesulfonic acid; phosphorus pentoxide; at 90 ℃; for 0.5h; Overall yield = 65.2 percent; Overall yield = 883.6 mg; Microwave irradiation; Inert atmosphere;

Reference yield:

1,2,4-trimethoxy-benzene (135-77-3) → 1,3-dihydroxy-7,8-dimethoxyxanthone (25991-81-5) + 1,3-dihydroxy-5,8-dimethoxyxanthone (114567-42-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran / 2.17 h / -10 - 25 °C / Inert atmosphere

1.2: 16 h / -10 - 20 °C / Inert atmosphere

2.1: sodium hydroxide / methanol; water / 4 h / 90 °C

3.1: phosphorus pentoxide; methanesulfonic acid / 0.5 h / 90 °C / Microwave irradiation; Inert atmosphere

With n-butyllithium; methanesulfonic acid; phosphorus pentoxide; sodium hydroxide; In tetrahydrofuran; methanol; water;

Reference yield:

methyl 2,3,6-trimethoxybenzoate (60241-75-0) → 1,3-dihydroxy-7,8-dimethoxyxanthone (25991-81-5) + 1,3-dihydroxy-5,8-dimethoxyxanthone (114567-42-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / methanol; water / 4 h / 90 °C

2: phosphorus pentoxide; methanesulfonic acid / 0.5 h / 90 °C / Microwave irradiation; Inert atmosphere

With methanesulfonic acid; phosphorus pentoxide; sodium hydroxide; In methanol; water;

upstream raw materials:

1,2,4-trimethoxy-benzene

methyl 2,3,6-trimethoxybenzoate

3,5-dihydroxyphenol

2,3,6-trimethoxybenzoic acid

Downstream raw materials:

norswertianin

decussatin