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

Base Information

• Chemical Name: 1-(4-hydroxy-2-methoxyphenyl)ethanone
• CAS No.: 493-33-4
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• Hs Code.: 2914500090
• Mol file: 493-33-4.mol

Synonyms:1-(4-hydroxy-2-methoxyphenyl)ethanone;4'-hydroxy-2'-methoxyacetophenone;Ethanone, 1-(4-hydroxy-2-methoxyphenyl)-;4-hydroxy-2-methoxyacetophenone;1-(4-Hydroxy-2-methoxy-phenyl)-ethanone;2-methoxy-4-hydroxyacetophenone;4'-hydroxy-2'methoxyacetophenone;4-hydroxy-2-methoxyphenyl methyl ketone;

Chemical Property of 1-(4-hydroxy-2-methoxyphenyl)ethanone

Chemical Property:

• Vapor Pressure: 8.96E-05mmHg at 25°C
• Melting Point: 138 °C(Solv: water (7732-18-5))
• Boiling Point: 329.9°Cat760mmHg
• PKA: 7.79±0.18(Predicted)
• Flash Point: 135.7°C
• PSA: 46.53000
• Density: 1.158g/cm³
• LogP: 1.60340
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99.90% ^*data from raw suppliers

1-(4-hydroxy-2-methoxyphenyl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-(4-hydroxy-2-methoxyphenyl)ethenone is an important organic building block to synthetize substituted methoxyphenyl products.

Technology Process of 1-(4-hydroxy-2-methoxyphenyl)ethanone

There total 23 articles about 1-(4-hydroxy-2-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: 60.0%

acetic acid 3-methoxyphenyl ester (5451-83-2) → 1-(2-hydroxy-4-methoxyphenyl)ethanone (552-41-0) + 1-(4-hydroxy-2-methoxy-phenyl)ethanone (493-33-4)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In toluene; at 100 ℃; for 6h; other reagent;

DOI:10.1246/bcsj.70.267

Reference yield: 38.0%

2',4'-dimethoxyacetophenone (829-20-9) → 2',4'-dihydroxy-4-acetophenone (89-84-9) + 1-(2-hydroxy-4-methoxyphenyl)ethanone (552-41-0) + 1-(4-hydroxy-2-methoxy-phenyl)ethanone (493-33-4)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; potassium carbonate; thiophenol; for 0.5h; Heating;

DOI:10.1021/jo0256540

Reference yield: 6.0%

O-methylresorcine (150-19-6) + acetyl chloride (75-36-5) → 1-(2-hydroxy-4-methoxyphenyl)ethanone (552-41-0) + 1-(4-hydroxy-2-methoxy-phenyl)ethanone (493-33-4)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In nitromethane; toluene; at 100 ℃; for 6h;

DOI:10.1246/bcsj.70.267

upstream raw materials:

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

acetic acid 3-methoxyphenyl ester

5-acetyl-2-hydroxy-4-methoxy-benzoic acid

acetic acid 4-acetyl-3-hydroxyphenyl ester

Downstream raw materials:

5-formyl-4-hydroxy-2-methoxyacetophenone

3-formyl-4-hydroxy-2-methoxyacetophenone

(E)-1-(4-hydroxy-2-methoxyphenyl)-3-phenylprop-2-en-1-one

Refernces

• 1、 Wright, Jay S.,Sharninghausen, Liam S.,Preshlock, Sean,Brooks, Allen F.,Sanford, Melanie S.,Scott, Peter J. H.. "Sequential Ir/Cu-Mediated Method for the Meta-Selective C-H Radiofluorination of (Hetero)Arenes". . p. 6915 - 6921. Retrieved 2021/05/29.
• 2、 Mouhtady, Omar,Gaspard-Iloughmane, Hafida,Roques, Nicolas,Le Roux, Christophe. "Metal triflates-methanesulfonic acid as new catalytic systems: Application to the Fries rearrangement". . p. 6379 - 6382. Retrieved 2007/10/03.