3-Acetyl-4,4'-biphenyldiol

Base Information

• Chemical Name: 3-Acetyl-4,4'-biphenyldiol
• CAS No.: 52189-90-9
• Molecular Formula: C₁₄H₁₂O₃
• Molecular Weight: 228.247
• Mol file: 52189-90-9.mol

Synonyms:3-Acetyl-4,4'-biphenyldiol

Chemical Property of 3-Acetyl-4,4'-biphenyldiol

Chemical Property:

• Melting Point: 193°C
• Boiling Point: 405.3±35.0 °C(Predicted)
• PKA: 9.57±0.30(Predicted)
• Density: 1.246±0.06 g/cm3(Predicted)

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Acetyl-4,4'-biphenyldiol

There total 5 articles about 3-Acetyl-4,4'-biphenyldiol 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: 75.0%

1-(6-hydroxy-3-(4-methoxyphenyl)phenyl)ethanone → 1-(6-hydroxy-3-(4-hydroxyphenyl)phenyl)ethanone (52189-90-9)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 0 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jm501829f

Reference yield: 41.0%

4,4'-Dihydroxybiphenyl (92-88-6) + acetonitrile (75-05-8,26809-02-9) → 1-(6-hydroxy-3-(4-hydroxyphenyl)phenyl)ethanone (52189-90-9)

Guidance literature:

With methanesulfonic acid; water; palladium diacetate; dimethyl sulfoxide; at 120 ℃; regioselective reaction;

DOI:10.1016/j.tetlet.2017.09.062

Reference yield:

5-Bromo-2-hydroxyacetophenone (1450-75-5) → 1-(6-hydroxy-3-(4-hydroxyphenyl)phenyl)ethanone (52189-90-9)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium diacetate; triphenylphosphine; sodium carbonate / ethanol; toluene / 16 h / 100 °C / Inert atmosphere; Sealed tube

2: boron tribromide / dichloromethane / 1 h / -78 - 0 °C / Inert atmosphere

With palladium diacetate; boron tribromide; sodium carbonate; triphenylphosphine; In ethanol; dichloromethane; toluene; 1: |Suzuki Coupling;

DOI:10.1021/jm501829f

upstream raw materials:

5-Bromo-2-hydroxyacetophenone

4-methoxyphenylboronic acid

4,4'-Dihydroxybiphenyl

acetonitrile

Refernces

• 1、 Jiang, Tao-Shan,Gan, Bei,Wang, Xi,Zhang, Xiuli. "One-pot synthesis of ortho-acylphenols by palladium-catalyzed phenol C–H addition to nitriles". supporting information. p. 4197 - 4199. Retrieved 2017/10/06.