Rubone

Base Information

• Chemical Name: Rubone
• CAS No.: 73694-15-2
• Molecular Formula: C20H22 O7
• Molecular Weight: 374.39
• Hs Code.: 2914509090
• DSSTox Substance ID: DTXSID40421457
• Wikidata: Q76313530
• Metabolomics Workbench ID: 26762
• ChEMBL ID: CHEMBL4799808
• Mol file: 73694-15-2.mol

Synonyms:2'-hydroxy-2,4,4',5,6'-pentamethylchalcone;rubone

Chemical Property of Rubone

Chemical Property:

• Boiling Point: 586.1±50.0 °C(Predicted)
• PKA: 6.79±0.40(Predicted)
• PSA: 83.45000
• Density: 1.214±0.06 g/cm3(Predicted)
• LogP: 3.33130
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 374.13655304
• Heavy Atom Count: 27
• Complexity: 495

Purity/Quality:

98%Min ^*data from raw suppliers

2'-HYDROXY-2,4,4',5,6'-PENTAMETHOXYCHALCONE 95.00% ^*data from reagent 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=C2OC)OC)OC)O
• Isomeric SMILES: COC1=CC(=C(C(=C1)OC)C(=O)/C=C/C2=CC(=C(C=C2OC)OC)OC)O

Technology Process of Rubone

There total 3 articles about Rubone 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: 81.0%

2-hydroxy-4,6-dimethoxyacetophenone (90-24-4) + asaraldehyde (4460-86-0,14374-62-0) → (E)-1-(2′-hydroxy-4′,6′-dimethoxyphenyl)-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one (73694-15-2)

Guidance literature:

2-hydroxy-4,6-dimethoxyacetophenone; With sodium hydroxide; In methanol; at 0 ℃; for 0.5h; Inert atmosphere;

asaraldehyde; In methanol; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.112216

Reference yield:

2,4,6-trihydroxyacetophenone (480-66-0,67471-34-5) → (E)-1-(2′-hydroxy-4′,6′-dimethoxyphenyl)-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one (73694-15-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / acetone / 60 °C

1.2: 1 h / 60 °C

2.1: sodium hydroxide / methanol / 0.5 h / 0 °C / Inert atmosphere

2.2: Inert atmosphere

With potassium carbonate; sodium hydroxide; In methanol; acetone;

DOI:10.1016/j.ejmech.2020.112216

Reference yield:

→ (E)-1-(2′-hydroxy-4′,6′-dimethoxyphenyl)-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one (73694-15-2)

Guidance literature:

2-Hydroxy-4.6-Dimethoxy-acetophenon, 2.4.5-Trimethoxybenzaldehyd;

upstream raw materials:

2-hydroxy-4,6-dimethoxyacetophenone

asaraldehyde

2,4,6-trihydroxyacetophenone

Refernces