9-O-Methylcoumestrol

Base Information

• Chemical Name: 9-O-Methylcoumestrol
• CAS No.: 1690-62-6
• Molecular Formula: C16H10 O5
• Molecular Weight: 282.252
• Hs Code.: 2932999099
• UNII: QE7972P9NE
• DSSTox Substance ID: DTXSID80168637
• Nikkaji Number: J988.718K
• Wikidata: Q27287215
• Metabolomics Workbench ID: 22974
• Mol file: 1690-62-6.mol

Synonyms:9-O-Methylcoumestrol;4'-O-Methylcoumestrol;1690-62-6;3-Hydroxy-9-methoxycoumestan;4'-Methoxycoumestrol;3-hydroxy-9-methoxy-[1]benzofuro[3,2-c]chromen-6-one;UNII-QE7972P9NE;QE7972P9NE;6H-Benzofuro(3,2-c)(1)benzopyran-6-one, 3-hydroxy-9-methoxy-;6H-Benzofuro[3,2-c][1]benzopyran-6-one, 3-hydroxy-9-methoxy-;12-O-Methylcoumestrol;Coumestrol-9-methyl ether;9-METHOXYCOUMESTROL;SCHEMBL4778019;DTXSID80168637;CHEBI:174679;LMPK12090019;XC161681;Q27287215;3-hydroxy-9-methoxy-[1]benzouro[3,2-c]chromen-6-one;3-BENZOFURANCARBOXYLIC ACID, 2-(2,4-DIHYDROXYPHENYL)-6-METHOXY-, .DELTA.-LACTONE

Chemical Property of 9-O-Methylcoumestrol

Chemical Property:

• Vapor Pressure: 2.07E-11mmHg at 25°C
• Melting Point: 338-339 °C
• Boiling Point: 519.5°C at 760 mmHg
• PKA: 8.27±0.20(Predicted)
• Flash Point: 268°C
• PSA: 72.81000
• Density: 1.462g/cm³
• LogP: 3.40660
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 282.05282342
• Heavy Atom Count: 21
• Complexity: 425

Purity/Quality:

99% ^*data from raw suppliers

4'-O-Methylcoumestrol 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)C3=C(O2)C4=C(C=C(C=C4)O)OC3=O

Technology Process of 9-O-Methylcoumestrol

There total 18 articles about 9-O-Methylcoumestrol 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: 76.0%

C19H16O5 (1276694-76-8) → 3-hydroxy-9-methoxy-6H-benzofuro[3,2-c]chromen-6-one (1690-62-6)

Guidance literature:

With aluminum (III) chloride; In dichloromethane;

DOI:10.1021/jo2000644

Reference yield: 63.0%

7-hydroxy-3-(2-hydroxy-4-methoxyphenyl)-2H-chromen-2-one (54300-95-7) → 3-hydroxy-9-methoxy-6H-benzofuro[3,2-c]chromen-6-one (1690-62-6)

Guidance literature:

With 1,10-Phenanthroline; copper diacetate; In water; dimethyl sulfoxide; at 135 ℃; for 18h; Sealed tube; Green chemistry;

DOI:10.1039/c9ra01909j

Reference yield: 61.0%

4,7-dihydroxy-3-(4-methoxyphenyl)-2H-chromen-2-one (42345-56-2) → 3-hydroxy-9-methoxy-6H-benzofuro[3,2-c]chromen-6-one (1690-62-6)

Guidance literature:

With iron(III) chloride; silica gel; In 1,2-dichloro-ethane; for 5h; Reflux; Inert atmosphere;

DOI:10.1016/j.bioorg.2018.12.024

upstream raw materials:

3-benzyloxy-9-methoxy-benzofuro[3,2-c]chromen-6-one

7-hydroxy-3-(2-hydroxy-4-methoxyphenyl)-2H-chromen-2-one

(-)-3-hydroxy-9-methoxypterocarpan

3-benzyloxy-9-hydroxy-benzofuro[3,2-c]chromen-6-one