6,7-Dimethoxy-4-methylcoumarin

Base Information

• Chemical Name: 6,7-Dimethoxy-4-methylcoumarin
• CAS No.: 4281-40-7
• Molecular Formula: C12H12O4
• Molecular Weight: 220.2213
• Hs Code.: 2932209090
• NSC Number: 688797
• UNII: M95TSC752B
• DSSTox Substance ID: DTXSID90195494
• Nikkaji Number: J102.747F
• Wikidata: Q63393113
• Metabolomics Workbench ID: 74240
• ChEMBL ID: CHEMBL1991600
• Mol file: 4281-40-7.mol

Synonyms:6,7-Dimethoxy-4-methylcoumarin;4281-40-7;6,7-Dimethoxy-4-methyl-2H-chromen-2-one;6,7-dimethoxy-4-methylchromen-2-one;4-Methyl-6,7-dimethoxycoumarin;2H-1-Benzopyran-2-one, 6,7-dimethoxy-4-methyl-;Coumarin, 6,7-dimethoxy-4-methyl-;NSC688797;M95TSC752B;MFCD00012338;NSC 688797;NSC-688797;6,7-dimethoxy-4-methyl-2H-1-benzopyran-2-one;ST038567;UNII-M95TSC752B;SCHEMBL606446;CHEMBL1991600;DTXSID90195494;CHEBI:143731;HMS1580A12;STK663354;AKOS001025790;6,7-dimethoxy-4-methyl-chromen-2-one;6,7-Dimethoxy-4-methylcoumarin, 97%;AS-64093;NCI60_031995;SY051865;D4390;FT-0620863;6,7-Dimethoxy-4-methyl-2H-chromen-2-one #;T70910;SR-01000535774;SR-01000535774-1;Q63393113;Z56756111

Chemical Property of 6,7-Dimethoxy-4-methylcoumarin

Chemical Property:

• Vapor Pressure: 8.34E-06mmHg at 25°C
• Melting Point: 136-139oC(lit.)
• Boiling Point: 374.5°Cat760mmHg
• Flash Point: 168.2°C
• PSA: 48.67000
• Density: 1.202g/cm³
• LogP: 2.11860
• Solubility.: DMSO: soluble
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 220.07355886
• Heavy Atom Count: 16
• Complexity: 310

Purity/Quality:

97% ^*data from raw suppliers

6,7-Dimethoxy-4-methylcoumarin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=O)OC2=CC(=C(C=C12)OC)OC
• Uses: 6,7-Dimethoxy-4-methylcoumarin (cas# 4281-40-7) is a compound useful in organic synthesis.

Technology Process of 6,7-Dimethoxy-4-methylcoumarin

There total 16 articles about 6,7-Dimethoxy-4-methylcoumarin 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: 90.0%

4-(bromomethyl)-6,7-dimethoxy-2-oxo-2H-chromene (88404-25-5) → 6,7-dimethoxy-4-methylcoumarin (4281-40-7)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); poly(phenylsilane); In benzene-d6; at 82 - 85 ℃; for 3h; sealed;

DOI:10.1016/S0022-328X(97)00344-6

Reference yield: 89.0%

6,7-dihydroxy-4-methylcoumarin (529-84-0) + methyl iodide (74-88-4) → 6,7-dimethoxy-4-methylcoumarin (4281-40-7)

Guidance literature:

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

DOI:10.1016/j.bmc.2009.11.032

Reference yield: 79.0%

methyl crotonate (623-43-8,4358-59-2,18707-60-3,130981-57-6) + 3,4-dimethoxyphenyl acetate (7203-46-5) → 6,7-dimethoxy-4-methylcoumarin (4281-40-7)

Guidance literature:

With formic acid; rhodium(II) acetate dimer; sodium acetate; In neat (no solvent); at 100 ℃; for 4h; regioselective reaction; Molecular sieve; Inert atmosphere;

DOI:10.1021/acs.joc.5b01713

upstream raw materials:

6,7-dihydroxy-4-methylcoumarin

dimethyl sulfate

6-hydroxy-7-methoxyl-4-methylcoumarin

methyl iodide

Downstream raw materials:

3-(2-hydroxy-4,5-dimethoxy-phenyl)-butyric acid