7-Hydroxy-8-methoxycoumarin

Base Information

• Chemical Name: 7-Hydroxy-8-methoxycoumarin
• CAS No.: 485-90-5
• Molecular Formula: C10H8O4
• Molecular Weight: 192.171
• DSSTox Substance ID: DTXSID40197544
• Nikkaji Number: J79.631J
• Wikidata: Q72482766
• Pharos Ligand ID: 5J9KYBDHKFV5
• Metabolomics Workbench ID: 128029
• ChEMBL ID: CHEMBL2331585
• Mol file: 485-90-5.mol

Synonyms:7-Hydroxy-8-methoxycoumarin;Hydrangetin;485-90-5;7-hydroxy-8-methoxychromen-2-one;2H-1-Benzopyran-2-one, 7-hydroxy-8-methoxy-;7-hydroxy-8-methoxy-2H-chromen-2-one;CHEMBL2331585;starbld0000850;Daphnetin-8-methyl ether;SCHEMBL11434277;DTXSID40197544;CHEBI:180544;HAQWEMHXSIRYBE-UHFFFAOYSA-N;BDBM50428438;XD163676

Chemical Property of 7-Hydroxy-8-methoxycoumarin

Chemical Property:

• Vapor Pressure: 1.7E-07mmHg at 25°C
• Melting Point: 185 °C
• Boiling Point: 415.5°Cat760mmHg
• PKA: 7.91±0.20(Predicted)
• Flash Point: 173.3°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:

98%Min ^*data from raw suppliers

7-Hydroxy-8-methoxycoumarin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC2=C1OC(=O)C=C2)O

Technology Process of 7-Hydroxy-8-methoxycoumarin

There total 22 articles about 7-Hydroxy-8-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: 78.0%

(4-hydroxy-3-methoxy-2-nitrobenzylidene)malonic acid (109300-69-8) → hydrangetin (485-90-5)

Guidance literature:

With quinoline; copper; at 130 - 140 ℃; for 0.0833333h;

Reference yield: 74.0%

2,4-dihydroxy-3-methoxybenzaldehyde (58922-29-5) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → hydrangetin (485-90-5)

Guidance literature:

With N,N-diethylaniline; for 0.25h; Heating;

DOI:10.1248/cpb.42.1550

Reference yield: 33.0%

2,4-dihydroxy-3-methoxybenzaldehyde (58922-29-5) + methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → hydrangetin (485-90-5)

Guidance literature:

With N,N-diethylaniline; for 4h; Heating;

DOI:10.1080/00304940709458594

upstream raw materials:

7-hydroxy-8-methoxy-2-oxo-2H-chromene-3-carboxylic acid

2,4-dihydroxy-3-methoxybenzaldehyde

acetic anhydride

diazomethane

Downstream raw materials:

luvangetin

7,8-dimethoxy-chromen-2-one

(Z)-3-(2,3,4-trimethoxyphenyl)acrylic acid

trans-2,3,4-trimethoxycinnamic acid