7,8-Dimethoxycoumarin

Base Information

• Chemical Name: 7,8-Dimethoxycoumarin
• CAS No.: 2445-80-9
• Molecular Formula: C11H10 O4
• Molecular Weight: 206.198
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID70179212
• Nikkaji Number: J484.102F
• Wikidata: Q72461386
• Metabolomics Workbench ID: 74237
• Mol file: 2445-80-9.mol

Synonyms:7,8-dimethoxycoumarin

Chemical Property of 7,8-Dimethoxycoumarin

Chemical Property:

• Vapor Pressure: 1.07E-05mmHg at 25°C
• Melting Point: 118-119 °C
• Boiling Point: 370.9°Cat760mmHg
• Flash Point: 167.6°C
• PSA: 48.67000
• Density: 1.248g/cm³
• LogP: 1.81020
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 206.05790880
• Heavy Atom Count: 15
• Complexity: 274

Purity/Quality:

98%min ^*data from raw suppliers

7,8-Dimethoxycoumarin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C2=C(C=C1)C=CC(=O)O2)OC

Technology Process of 7,8-Dimethoxycoumarin

There total 17 articles about 7,8-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: 100.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + daphnetin (486-35-1) → 7,8-dimethoxy-chromen-2-one (2445-80-9)

Guidance literature:

In methanol; diethyl ether; at 20 ℃; for 2h;

DOI:10.1002/ejoc.201901894

Reference yield: 91.0%

3,4-dimethoxysalicylaldehyde (19283-70-6) + (ethoxycarbonylmethylene)triphenylphosphorane → 7,8-dimethoxy-chromen-2-one (2445-80-9)

Guidance literature:

With N,N-diethylaniline; at 215 ℃; for 1.25h;

DOI:10.1248/cpb.40.1770

Reference yield: 80.0%

3,4-dimethoxy-trans-cinnamic acid (14737-89-4) → 7,8-dimethoxy-chromen-2-one (2445-80-9)

Guidance literature:

With naphthalene-1,4-dicarbonitrile; oxygen; In water; acetonitrile; for 6h; Irradiation;

DOI:10.1016/S0040-4039(00)84914-X

upstream raw materials:

diazomethane

hydrangetin

methanol

dimethyl sulfate

Downstream raw materials:

dihydrocinnamic acid

2-Hydroxy-3.4-dimethoxy-styrol

daphnetin

8-hydroxy-7-methoxy-2H-chromen-2-one

Refernces

• 1、 -. "Inhibitor daphnetin derivative and application and pharmaceutical composition thereof". Paragraph 0057-0065. . Retrieved 2020/11/25.
• 2、 Wang, Yinan,Wang, Jiangming,Fu, Zhe,Sheng, Ruilong,Wu, Wenhui,Fan, Junting,Guo, Ruihua. "Syntheses and evaluation of daphnetin derivatives as novel G protein-coupled receptor inhibitors and activators". . . Retrieved 2020/10/13.