2',5'-Dimethoxy-4-hydroxychalcone

Base Information

• Chemical Name: 2',5'-Dimethoxy-4-hydroxychalcone
• CAS No.: 177344-59-1
• Molecular Formula: C17H16O4
• Molecular Weight: 284.312
• DSSTox Substance ID: DTXSID00405056
• Mol file: 177344-59-1.mol

Synonyms:2',5'-dimethoxy-4-hydroxychalcone;177344-59-1;DTXSID00405056;NZERHZIFOYEWGN-UHFFFAOYSA-N

Chemical Property of 2',5'-Dimethoxy-4-hydroxychalcone

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 284.10485899
• Heavy Atom Count: 21
• Complexity: 358

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)OC)C(=O)C=CC2=CC=C(C=C2)O

Technology Process of 2',5'-Dimethoxy-4-hydroxychalcone

There total 5 articles about 2',5'-Dimethoxy-4-hydroxychalcone 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: 48.0%

2',5'-dimethoxyacetophenone (1201-38-3) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → (E)-1-(2,5-dimethoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one (177344-59-1)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 0 - 20 ℃; for 15h;

DOI:10.1016/j.ejmech.2017.10.083

Reference yield:

2',5'-dimethoxy-4-(tetrahydropyran-2-yloxy)chalcone (752222-71-2) → (E)-1-(2,5-dimethoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one (177344-59-1)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 3h;

Reference yield:

4-(tetrahydropyran-2-yloxy)benzaldehyde (74189-56-3) → (E)-1-(2,5-dimethoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one (177344-59-1)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 3.41 g / TsOH / methanol / 4 h / 20 °C

With barium dihydroxide; toluene-4-sulfonic acid; In methanol; 1: Claisen-Schmidt condensation;

DOI:10.1016/S0968-0896(02)00312-7

upstream raw materials:

2',5'-dimethoxy-4-(tetrahydropyran-2-yloxy)chalcone

4-(tetrahydropyran-2-yloxy)benzaldehyde

4-hydroxy-benzaldehyde

2',5'-dimethoxyacetophenone