trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-nitrobenzyl]-quaternaryammonium bromide

Base Information

• Chemical Name: trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-nitrobenzyl]-quaternaryammonium bromide
• CAS No.: 1447933-48-3
• Molecular Formula: Br*C₁₆H₂₆BN₂O₄
• Molecular Weight: 401.108
• Mol file: 1447933-48-3.mol

Synonyms:trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-nitrobenzyl]-quaternaryammonium bromide

Chemical Property of trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-nitrobenzyl]-quaternaryammonium bromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-nitrobenzyl]-quaternaryammonium bromide

There total 4 articles about trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-nitrobenzyl]-quaternaryammonium bromide 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:

2-(2-methyl-4-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (883715-40-0) → trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-nitrobenzyl]-quaternaryammonium bromide (1447933-48-3)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / acetonitrile / 2 h / 90 °C / Inert atmosphere

2: acetonitrile; ethanol / 12 h / 20 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In ethanol; acetonitrile;

DOI:10.1002/chem.201300539

Reference yield:

2-bromo-5-nitrotoluene (7149-70-4) → trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-nitrobenzyl]-quaternaryammonium bromide (1447933-48-3)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 48 h / 85 °C / Inert atmosphere

2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / acetonitrile / 2 h / 90 °C / Inert atmosphere

3: acetonitrile; ethanol / 12 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); potassium acetate; In ethanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/chem.201300539

Reference yield:

bis(pinacol)diborane (73183-34-3) → trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-nitrobenzyl]-quaternaryammonium bromide (1447933-48-3)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 48 h / 85 °C / Inert atmosphere

2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / acetonitrile / 2 h / 90 °C / Inert atmosphere

3: acetonitrile; ethanol / 12 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); potassium acetate; In ethanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/chem.201300539

upstream raw materials:

2-(2-methyl-4-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

2-(2-(bromomethyl)-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

triethylamine

2-bromo-5-nitrotoluene

Downstream raw materials:

2-(2-(bromomethyl)phenyl)-4,4,5,5,-tetramethyl-1,3,2-dioxaborolane

trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-quaternaryammonium bromide

2,3-dimethyl-2,3-butane diol

C₁₀H₁₆BN₂O₄⁽¹⁺⁾*Br^(1-)

Refernces