3,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)toluene

Base Information

• Chemical Name: 3,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)toluene
• CAS No.: 1030380-40-5
• Molecular Formula: C₁₉H₃₀B₂O₄
• Molecular Weight: 344.067
• Mol file: 1030380-40-5.mol

Synonyms:3,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)toluene

Chemical Property of 3,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)toluene

Chemical Property:

Purity/Quality:

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• Hazard Codes: 

MSDS Files:

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Technology Process of 3,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)toluene

There total 2 articles about 3,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)toluene 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: 82.3%

3,5-dibromotoluene (1611-92-3) + bis(pinacol)diborane (73183-34-3) → 3,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)toluene (1030380-40-5)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In dimethyl sulfoxide; at 80 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.tet.2011.03.025

Reference yield:

toluene (108-88-3,15644-74-3,16713-13-6) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 3,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)toluene (1030380-40-5) + p-tolylboronic pinacol ester (195062-57-8) + 4,4,5,5-tetramethyl-2-m-tolyl-1,3,2-dioxaborolane (253342-48-2)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 2’,7’-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4,5-diaza-9,9’-spirobifluorene; In 1,4-dioxane; at 90 ℃; for 16h; regioselective reaction;

DOI:10.1126/science.abm7599

Reference yield: 83.0%

3-bromobiphenyl (2113-57-7) + 3,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)toluene (1030380-40-5) → C31H24

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; N,N-dimethyl-formamide; at 80 ℃; for 20h; Inert atmosphere;

DOI:10.1002/asia.202000521

upstream raw materials:

3,5-dibromotoluene

bis(pinacol)diborane

toluene

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

Downstream raw materials:

3,5-bis-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-bromomethylbenzene

5-(bromomethyl)benzene-1,3-diboronic acid