4,7-Dimethoxycoumarin

Base Information

• Chemical Name: 4,7-Dimethoxycoumarin
• CAS No.: 17575-27-8
• Molecular Formula: C₁₁H₁₀O₄
• Molecular Weight: 206.198
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID80346130
• Nikkaji Number: J45.318H
• Wikidata: Q63395279
• ChEMBL ID: CHEMBL1631882
• Mol file: 17575-27-8.mol

Synonyms:4,7-Dimethoxycoumarin;17575-27-8;4,7-dimethoxychromen-2-one;2H-1-Benzopyran-2-one, 4,7-dimethoxy-;Coumarin, 4,7-dimethoxy-;4,7-Dimethoxycumarin;4,,7-Di(methyloxy)coumarin;CHEMBL1631882;SCHEMBL11511686;DTXSID80346130;Q63395279

Chemical Property of 4,7-Dimethoxycoumarin

Chemical Property:

• PSA: 48.67000
• LogP: 1.81020
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 206.05790880
• Heavy Atom Count: 15
• Complexity: 284

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C(=CC(=O)O2)OC

Technology Process of 4,7-Dimethoxycoumarin

There total 8 articles about 4,7-Dimethoxycoumarin 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: 73.0%

4-hydroxy-7-methoxycoumarine (17575-15-4) + methyl p-toluene sulfonate (80-48-8) → 4,7-dimethoxyy-2H-chromen-2-one (17575-27-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1039/c0ob00935k

Reference yield: 32.0%

4,7-dihydroxycoumarin (1983-81-9) + methyl iodide (74-88-4) → 4,7-dimethoxyy-2H-chromen-2-one (17575-27-8)

Guidance literature:

With potassium carbonate; In acetone; for 8h; Reflux;

DOI:10.1021/jm100757r

Reference yield:

dimethyl sulfate (77-78-1) → 4,7-dimethoxyy-2H-chromen-2-one (17575-27-8)

Guidance literature:

With alkaline solution;

upstream raw materials:

diazomethane

dimethyl sulfate

4,7-dihydroxycoumarin

methyl iodide

Downstream raw materials:

4-hydroxy-7-methoxycoumarine

2,5-dihydroxy-4-methoxyacetophenone

3-(2-hydroxy-4-methoxy-phenyl)-3-oxo-propionic acid

4,7dimethoxy-3-phenylethynylcoumarin

Refernces

• 1、 Shen, Qiong,Shao, Jialiang,Peng, Quan,Zhang, Wanjin,Ma, Lin,Chan, Albert S. C.,Gu, Lianquan. "Hydroxycoumarin derivatives: Novel and potent α-glucosidase inhibitors". experimental part. p. 8252 - 8259. Retrieved 2011/02/23.