8-Acetyl-7-methoxycoumarin

Base Information

• Chemical Name: 8-Acetyl-7-methoxycoumarin
• CAS No.: 89019-07-8
• Molecular Formula: C12H10 O4
• Molecular Weight: 218.209
• Hs Code.: 29329990
• ChEMBL ID: CHEMBL1288594
• DSSTox Substance ID: DTXSID20556130
• Metabolomics Workbench ID: 73955
• Pharos Ligand ID: VYH323Y1W9X8
• Wikidata: Q82437612
• Mol file: 89019-07-8.mol

Synonyms:8-Acetyl-7-methoxycoumarin;89019-07-8;8-acetyl-7-methoxy-2H-chromen-2-one;8-ACETYL-7-METHOXYCHROMEN-2-ONE;CHEMBL1288594;SCHEMBL16283617;DTXSID20556130;BDBM50332024;MFCD00270164;AKOS016009510;AS-62494;PD183248;8-Acetyl-7-methoxy-2H-1-benzopyran-2-one;E74255;J-519357

Chemical Property of 8-Acetyl-7-methoxycoumarin

Chemical Property:

• Vapor Pressure: 2.94E-07mmHg at 25°C
• Melting Point: 117-127°C
• Refractive Index: 1.567
• Boiling Point: 419.9ºC at 760 mmHg
• Flash Point: 191ºC
• PSA: 56.51000
• Density: 1.264g/cm3
• LogP: 2.00420
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 218.05790880
• Heavy Atom Count: 16
• Complexity: 334

Purity/Quality:

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

8-Acetyl-7-methoxy-2H-chromen-2-one 95+% ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 24/25-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(C=CC2=C1OC(=O)C=C2)OC

Technology Process of 8-Acetyl-7-methoxycoumarin

There total 6 articles about 8-Acetyl-7-methoxycoumarin 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: 97.3%

8-acetyl-7-hydroxycoumarin (6748-68-1) + dimethyl sulfate (77-78-1) → 7-methoxy-8-coumarinul methyl ketone (89019-07-8)

Guidance literature:

8-acetyl-7-hydroxycoumarin; With potassium carbonate; In acetone; at 20 ℃; for 0.5h;

dimethyl sulfate; In acetone; at 50 ℃; for 2h;

DOI:10.1002/cbdv.201800255

Reference yield:

7-acetyloxycoumarin (10387-49-2) → 7-methoxy-8-coumarinul methyl ketone (89019-07-8)

Guidance literature:

Multi-step reaction with 2 steps

1: aluminium chloride / 165 °C

With aluminium trichloride;

Reference yield:

7-hydroxy-2H-chromen-2-one (93-35-6) → 7-methoxy-8-coumarinul methyl ketone (89019-07-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 5 h / Reflux

2: aluminum (III) chloride / 1 h / 145 °C / Neat (no solvent)

3: acetone / 24 h / Reflux

With aluminum (III) chloride; In acetone; 2: Fries rearrangement;

DOI:10.1016/j.bmc.2011.08.037

upstream raw materials:

8-acetyl-7-hydroxycoumarin

7-acetyloxycoumarin

methanol

7-hydroxy-2H-chromen-2-one

Downstream raw materials:

(E)-5-(3-Acetyl-2-hydroxy-4-methoxy-phenyl)-2,2-dimethyl-3-oxo-pent-4-enoic acid ethyl ester

5-(3-Acetyl-2-hydroxy-4-methoxy-phenyl)-heptan-3-one

ethyl 3-acetyl-2-hydroxy-4-methoxy-Z-cinnamate

1-(7-Methoxy-2,2-diphenyl-2H-chromen-8-yl)-1-phenyl-ethanol