2',3-Dihydroxy-4-methoxychalcone

Base Information

• Chemical Name: 2',3-Dihydroxy-4-methoxychalcone
• CAS No.: 1621-66-5
• Molecular Formula: C16H14 O4
• Molecular Weight: 270.285
• Nikkaji Number: J566.623F
• ChEMBL ID: CHEMBL340067
• Mol file: 1621-66-5.mol

Synonyms:2',3-Dihydroxy-4-methoxychalcone;Chalcone, 2',3-dihydroxy-4-methoxy-;1621-66-5;CHEMBL340067

Chemical Property of 2',3-Dihydroxy-4-methoxychalcone

Chemical Property:

• Vapor Pressure: 1.37E-10mmHg at 25°C
• Boiling Point: 499.2°Cat760mmHg
• Flash Point: 188.9°C
• PSA: 66.76000
• Density: 1.282g/cm³
• LogP: 3.00250
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 270.08920892
• Heavy Atom Count: 20
• Complexity: 352

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C=CC(=O)C2=CC=CC=C2O)O
• Isomeric SMILES: COC1=C(C=C(C=C1)/C=C/C(=O)C2=CC=CC=C2O)O

Technology Process of 2',3-Dihydroxy-4-methoxychalcone

There total 4 articles about 2',3-Dihydroxy-4-methoxychalcone 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:

isovanillin (621-59-0) + o-hydroxyacetophenone (118-93-4,104809-67-8) → C16H14O4 (1621-66-5)

Guidance literature:

With potassium hydroxide; In ethanol; at 0 ℃; for 24h;

DOI:10.1007/s00044-012-0162-3

Reference yield:

(E)-1-(2-Hydroxy-phenyl)-3-[4-methoxy-3-(tetrahydro-pyran-3-yloxy)-phenyl]-propenone → (E)-3-(3-Hydroxy-4-methoxy-phenyl)-1-(2-hydroxy-phenyl)-propenone (1621-66-5)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; for 3h; Yield given; Ambient temperature;

DOI:10.1021/jm00076a019

Reference yield:

isovanillin (621-59-0) → (E)-3-(3-Hydroxy-4-methoxy-phenyl)-1-(2-hydroxy-phenyl)-propenone (1621-66-5)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridinium p-toluenesulfonate / CH₂Cl₂ / Ambient temperature

2: Ba(OH)2*8H₂O / methanol / 12 h / 40 °C

3: p-TsOH / methanol / 3 h / Ambient temperature

With barium dihydroxide; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; In methanol; dichloromethane;

DOI:10.1021/jm00076a019

upstream raw materials:

isovanillin

o-hydroxyacetophenone

Downstream raw materials:

2-(3-hydroxy-4-methoxyphenyl)chroman-4-one

2-methoxy-5-(4-oxochroman-2-yl)phenyl phenylcarbamate

2',3-Dihydroxy-4-methoxy-dihydrochalkon

2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one