2,2'-(2,5-dibutoxy-1,4-phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Base Information

• Chemical Name: 2,2'-(2,5-dibutoxy-1,4-phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
• CAS No.: 1451053-64-7
• Molecular Formula: C₂₆H₄₄B₂O₆
• Molecular Weight: 474.254
• Mol file: 1451053-64-7.mol

Synonyms:2,2'-(2,5-dibutoxy-1,4-phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Chemical Property of 2,2'-(2,5-dibutoxy-1,4-phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2'-(2,5-dibutoxy-1,4-phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

There total 3 articles about 2,2'-(2,5-dibutoxy-1,4-phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) 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: 54.0%

1,4-Dibromo-2,5-di-n-butoxybenzene (128915-84-4) + bis(pinacol)diborane (73183-34-3) → 2,2'-(2,5-dibutoxy-1,4-phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (1451053-64-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In N,N-dimethyl-formamide; at 90 ℃; for 48h; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.202001392

Reference yield:

1,4-dibutoxybenzene (104-36-9) → 2,2'-(2,5-dibutoxy-1,4-phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (1451053-64-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium acetate; acetic acid; bromine / 20 °C / Inert atmosphere; Cooling with ice; Darkness; Schlenk technique

2: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 48 h / 90 °C / Schlenk technique; Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; bromine; potassium acetate; sodium acetate; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1002/chem.202001392

Reference yield:

hydroquinone (123-31-9,8027-02-9) → 2,2'-(2,5-dibutoxy-1,4-phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (1451053-64-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hydroxide / ethanol / 0.33 h / 80 °C / Inert atmosphere; Schlenk technique

1.2: 80 °C / Inert atmosphere; Schlenk technique

2.1: sodium acetate; acetic acid; bromine / 20 °C / Inert atmosphere; Cooling with ice; Darkness; Schlenk technique

3.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 48 h / 90 °C / Schlenk technique; Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; bromine; potassium acetate; sodium acetate; acetic acid; potassium hydroxide; In ethanol; N,N-dimethyl-formamide;

DOI:10.1002/chem.202001392

upstream raw materials:

hydroquinone

1,4-dibutoxybenzene

1,4-Dibromo-2,5-di-n-butoxybenzene

bis(pinacol)diborane

Downstream raw materials:

2,5-dibutoxy-1,4-bis[2,5-bis(butoxy)-4-formylphenyl]benzene

2,5-dibutoxy-1,4-bis[2,5-bis(butoxy)-4-(dipyrromethan-5-yl)phenyl]benzene