1-Hydroxy-2,3,4,7-tetramethoxyxanthone

Base Information

• Chemical Name: 1-Hydroxy-2,3,4,7-tetramethoxyxanthone
• CAS No.: 14103-09-4
• Molecular Formula: C17H16O7
• Molecular Weight: 332.3047
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID20161526
• Nikkaji Number: J167.477C
• Wikidata: Q72481952
• Mol file: 14103-09-4.mol

Synonyms:14103-09-4;1-Hydroxy-2,3,4,7-tetramethoxyxanthone;1-Hydroxy-2,3,4,7-tetramethoxy-9H-xanthen-9-one;1-hydroxy-2,3,4,7-tetramethoxyxanthen-9-one;9H-Xanthen-9-one, 1-hydroxy-2,3,4,7-tetramethoxy-;Xanthen-9-one, 1-hydroxy-2,3,4,7-tetramethoxy-;Xanthone, 1-hydroxy-2,3,4,7-tetramethoxy-;DTXSID20161526;MIPXRVRWIMVNPA-UHFFFAOYSA-N;AKOS016010684;FT-0697647;A885711

Chemical Property of 1-Hydroxy-2,3,4,7-tetramethoxyxanthone

Chemical Property:

• Vapor Pressure: 2.24E-12mmHg at 25°C
• Melting Point: 116-117℃
• Boiling Point: 542.4°Cat760mmHg
• PKA: 7.24±0.20(Predicted)
• Flash Point: 200.5°C
• PSA: 87.36000
• Density: 1.339g/cm³
• LogP: 2.68620
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 332.08960285
• Heavy Atom Count: 24
• Complexity: 456

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Hydroxy-2,3,4,7-tetramethoxy-9H-xanthen-9-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)OC3=C(C(=C(C(=C3C2=O)O)OC)OC)OC

Technology Process of 1-Hydroxy-2,3,4,7-tetramethoxyxanthone

There total 6 articles about 1-Hydroxy-2,3,4,7-tetramethoxyxanthone 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: 9.0%

1,4-dihydroxy-2,3,7-trimethoxy-9H-xanthen-9-one (58511-90-3) + dimethyl sulfate (77-78-1) → 1-hydroxy-2,3,4,7-tetramethoxyxanthone (14103-09-4) + 1,2,3,4,7-pentamethoxyxanthone (14254-96-7)

Guidance literature:

With potassium carbonate; In acetone; for 0.75h;

Reference yield:

1,7-dihydroxy-2,3,4-trimethoxyxanthone (78405-32-0) + methyl iodide (74-88-4) → 1-hydroxy-2,3,4,7-tetramethoxyxanthone (14103-09-4)

Guidance literature:

With potassium carbonate; In acetone; for 2h; Heating;

DOI:10.1016/0031-9422(95)00402-S

Reference yield:

Methyl 2,5-dihydroxybenzoate (2150-46-1) → 1-hydroxy-2,3,4,7-tetramethoxyxanthone (14103-09-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 70 percent / K₂CO₃ / acetone / 10 h

2: 87 percent / KF / dimethylformamide / 1 h / 100 - 110 °C

3: 1.) aq. Na₂S₂O₄, 2.) conc. H₂SO₄ / 1.) CH₂Cl₂, 2.) 5 min (room temperature), 15 - 20 min, 60 deg C

4: 79 percent / K₂CO₃ / acetone / 0.75 h

With potassium fluoride; sodium dithionite; sulfuric acid; potassium carbonate; In N,N-dimethyl-formamide; acetone;

upstream raw materials:

1,4-dihydroxy-2,3,7-trimethoxy-9H-xanthen-9-one

dimethyl sulfate

1,7-dihydroxy-2,3,4-trimethoxyxanthone

methyl iodide

Refernces

• 1、 Simoneau, Bruno,Brassard, Paul. "A New Regiospecific Synthesis of 1,4-Dihydroxyxanthones". . p. 1507 - 1510. Retrieved 2007/10/02.