4,4'-(ethane-1,2-diyl)bis(3-bromobenzoic acid)

Base Information

• Chemical Name: 4,4'-(ethane-1,2-diyl)bis(3-bromobenzoic acid)
• CAS No.: 1224340-72-0
• Molecular Formula: C₁₆H₁₂Br₂O₄
• Molecular Weight: 428.077
• Mol file: 1224340-72-0.mol

Synonyms:4,4'-(ethane-1,2-diyl)bis(3-bromobenzoic acid)

Chemical Property of 4,4'-(ethane-1,2-diyl)bis(3-bromobenzoic acid)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,4'-(ethane-1,2-diyl)bis(3-bromobenzoic acid)

There total 5 articles about 4,4'-(ethane-1,2-diyl)bis(3-bromobenzoic acid) 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: 88.0%

dimethyl 4,4'-(ethane-1,2-diyl)bis(3-bromobenzoate) (1224340-64-0) → 4,4'-(ethane-1,2-diyl)bis(3-bromobenzoic acid) (1224340-72-0)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; at 20 - 45 ℃;

DOI:10.1002/chem.201100885

Reference yield:

methyl 4-iodobenzoate (619-44-3) → 4,4'-(ethane-1,2-diyl)bis(3-bromobenzoic acid) (1224340-72-0)

Guidance literature:

Multi-step reaction with 4 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diisopropylamine / tetrahydrofuran / 20 °C

2: palladium on activated charcoal; hydrogen / dichloromethane; ethyl acetate / 20 °C

3: 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; trifluorormethanesulfonic acid / dichloromethane / 2 h / 20 °C

4: water; sodium hydroxide / tetrahydrofuran / 20 - 45 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; trifluorormethanesulfonic acid; palladium on activated charcoal; water; hydrogen; diisopropylamine; sodium hydroxide; In tetrahydrofuran; dichloromethane; ethyl acetate; 1: Sonogashira coupling;

DOI:10.1002/chem.201100885

Reference yield:

bis(4-(methoxycarbonyl)phenyl)acetylene (16882-08-9) → 4,4'-(ethane-1,2-diyl)bis(3-bromobenzoic acid) (1224340-72-0)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium on activated charcoal; hydrogen / dichloromethane; ethyl acetate / 20 °C

2: 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; trifluorormethanesulfonic acid / dichloromethane / 2 h / 20 °C

3: water; sodium hydroxide / tetrahydrofuran / 20 - 45 °C

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; trifluorormethanesulfonic acid; palladium on activated charcoal; water; hydrogen; sodium hydroxide; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.1002/chem.201100885

upstream raw materials:

dimethyl 4,4'-(ethane-1,2-diyl)bis(3-bromobenzoate)

methyl 4-iodobenzoate

4-iodobenzoic acid ethyl ester

1,2-bis(4-methoxycarbonylphenyl)ethane

Downstream raw materials:

C₂₉H₄₀N₂O₄

C₂₉H₄₂N₂O₄

C₂₄H₂₈Br₂O₄

Refernces