5-Methoxy-7-hydroxycoumarin

Base Information

• Chemical Name: 5-Methoxy-7-hydroxycoumarin
• CAS No.: 3067-10-5
• Molecular Formula: C10H8 O4
• Molecular Weight: 192.171
• DSSTox Substance ID: DTXSID30184706
• Nikkaji Number: J2.203.830C
• Wikidata: Q83055634
• ChEMBL ID: CHEMBL449529
• Mol file: 3067-10-5.mol

Synonyms:5-Methoxy-7-hydroxycoumarin;3067-10-5;7-hydroxy-5-methoxychromen-2-one;2H-1-Benzopyran-2-one, 7-hydroxy-5-methoxy-;CHEMBL449529;SCHEMBL7837457;DTXSID30184706;7-hydroxy-5-methoxy-2H-chromen-2-one;5-Methoxy-7-hydroxy-2H-1-benzopyran-2-one;7-Hydroxy-5-methoxy-2H-1-benzopyran-2-one

Chemical Property of 5-Methoxy-7-hydroxycoumarin

Chemical Property:

• Vapor Pressure: 5.39E-08mmHg at 25°C
• Boiling Point: 429.9°Cat760mmHg
• Flash Point: 179.6°C
• PSA: 59.67000
• Density: 1.377g/cm³
• LogP: 1.50720
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 192.04225873
• Heavy Atom Count: 14
• Complexity: 261

Purity/Quality:

99% ^*data from raw suppliers

5-Methoxy-7-hydroxycoumarin ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC2=C1C=CC(=O)O2)O

Technology Process of 5-Methoxy-7-hydroxycoumarin

There total 17 articles about 5-Methoxy-7-hydroxycoumarin 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: 68.0%

5-methoxyresorcinol (2174-64-3) + propynoic acid ethyl ester (623-47-2) → 7-hydroxy-5-methoxychromene-2-one (3067-10-5)

Guidance literature:

With zinc(II) chloride; at 90 ℃; for 1.5h;

DOI:10.3987/COM-05-10451

Reference yield: 39.0%

5-methoxyresorcinol (2174-64-3) + propynoic acid ethyl ester (623-47-2) → 7-hydroxy-5-methoxychromene-2-one (3067-10-5) + 5,7-dihydroxycoumarin 7-methyl ether (23053-61-4)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; formic acid; at 25 ℃; for 16h;

DOI:10.1021/ja0286573

Reference yield: 14.0%

5-methoxyresorcinol (2174-64-3) + Propiolic acid (471-25-0) → 7-hydroxy-5-methoxychromene-2-one (3067-10-5) + 5,7-dihydroxycoumarin 7-methyl ether (23053-61-4)

Guidance literature:

In water; for 6h; Overall yield = 74 %; regioselective reaction; Reflux;

DOI:10.1021/ol401581p

upstream raw materials:

7-hydroxy-5-methoxy-2-oxo-2H-chromene-3-carboxylic acid

2,6-dichloroquinone-4-chloroimide

5-Hydroxy-6-methoxycoumarin

5,7-dihydroxy-2H-chromen-2-one

Downstream raw materials:

5-methoxyseselin

5-methoxy-7-O-(3,3-dimethylallyl)coumarin

bergapten

xanthoxyletin