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

Base Information

• Chemical Name: 2,2'-(2,5-dibromo-1,4-phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
• CAS No.: 1457983-17-3
• Molecular Formula: C₁₈H₂₆B₂Br₂O₄
• Molecular Weight: 487.832
• Mol file: 1457983-17-3.mol

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

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

There total 3 articles about 2,2'-(2,5-dibromo-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: 80.0%

1.4-dibromobenzene (106-37-6) + bis(pinacol)diborane (73183-34-3) → 2,2'-(2,5-dibromo-1,4-phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (1457983-17-3)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; In cyclohexane; at 85 ℃; for 4h;

DOI:10.1002/chem.201900661

Reference yield: 77.0%

1,2,4,5-tetrabromobenzene (636-28-2) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 2,2'-(2,5-dibromo-1,4-phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (1457983-17-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; toluene; at -78 - 20 ℃; Reagent/catalyst; Temperature; Schlenk technique; Inert atmosphere;

DOI:10.1021/om500104w

Reference yield:

1.4-dibromobenzene (106-37-6) + bis(pinacol)diborane (73183-34-3) → 2-(2,5-dibromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1256781-64-2) + 2,2'-(2,5-dibromo-1,4-phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (1457983-17-3) + C18H26B2Br2O4

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; cyclopentyl methyl ether; 1,1'-di(pyridin-2-yl)-1,1',3,3'-tetrahydro-2,2'-bibenzo[d][1,3,2]diazaborole; at 100 ℃; for 16h; Schlenk technique; Inert atmosphere;

DOI:10.1021/jacs.5b05252

upstream raw materials:

1,2,4,5-tetrabromobenzene

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

1.4-dibromobenzene

bis(pinacol)diborane

Downstream raw materials:

2,2'-(2,5-dibromo-1,4-phenylene)bis(3-bromothiophene)