1-(2,5-Dihydroxy-4-methoxyphenyl)ethanone

Base Information

• Chemical Name: 1-(2,5-Dihydroxy-4-methoxyphenyl)ethanone
• CAS No.: 22089-12-9
• Molecular Formula: C9H10O4
• Molecular Weight: 182.176
• DSSTox Substance ID: DTXSID10501972
• Nikkaji Number: J47.707I
• Wikidata: Q63399743
• Mol file: 22089-12-9.mol

Synonyms:2,5-dihydroxy-4-methoxyacetophenone

Chemical Property of 1-(2,5-Dihydroxy-4-methoxyphenyl)ethanone

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 182.05790880
• Heavy Atom Count: 13
• Complexity: 192

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC(=C(C=C1O)OC)O

Technology Process of 1-(2,5-Dihydroxy-4-methoxyphenyl)ethanone

There total 15 articles about 1-(2,5-Dihydroxy-4-methoxyphenyl)ethanone 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: 86.0%

methoxyhydroquinone (824-46-4) + acetic acid (64-19-7,77671-22-8) → 2,5-dihydroxy-4-methoxyacetophenone (22089-12-9)

Guidance literature:

With boron trifluoride diethyl etherate; Inert atmosphere;

DOI:10.1055/s-0035-1561851

Reference yield: 70.0%

1-(2-hydroxy-4-methoxyphenyl)ethanone (552-41-0) → 2,5-dihydroxy-4-methoxyacetophenone (22089-12-9)

Guidance literature:

With C₂₈H₄₆N₄O₁₀S₂; dihydrogen peroxide; acetic acid; iron(II) chloride; In water; acetonitrile; at 80 ℃; for 1h; regioselective reaction;

DOI:10.1126/science.abj0731

Reference yield: 70.0%

methoxyhydroquinone (824-46-4) + acetic anhydride (108-24-7) → 2,5-dihydroxy-4-methoxyacetophenone (22089-12-9)

Guidance literature:

With boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; at 20 - 90 ℃; for 20h;

upstream raw materials:

1-(2-hydroxy-4-methoxyphenyl)ethanone

2-hydroxy-4,5-dimethoxyacetophenone

4,7-dimethoxyy-2H-chromen-2-one

1-(5-acetoxy-2-hydroxy-4-methoxy-phenyl)-ethanone

Downstream raw materials:

4-Methoxy-2,5-dibenzyloxy-acetophenon

1-(5-(benzyloxy)-2-hydroxy-4-methoxyphenyl)ethan-1-one

Refernces

• 1、 Cheng, Lu,Wang, Huihui,Cai, Hengrui,Zhang, Jie,Gong, Xu,Han, Wei. "Iron-catalyzed arene C-H hydroxylation". . p. 77 - 81. Retrieved 2021/10/05.
• 2、 -. "AMINATED LIGNIN-DERIVED COMPOUNDS AND USES THEREOF". Page/Page column 142; 143. . Retrieved 2019/09/04.