2-(5-Bromo-2-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(5-Bromo-2-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 868629-78-1
• Molecular Formula: C13H18BBrO3
• Molecular Weight: 312.999
• Hs Code.: 2934999090
• Mol file: 868629-78-1.mol

Synonyms:5-Bromo-2-methoxyphenylboronic acid pinacol ester;C-2564;

Chemical Property of 2-(5-Bromo-2-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Melting Point: 70-71℃
• PSA: 27.69000
• Density: 1.30
• LogP: 2.75690
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2-(5-bromo-2-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(5-Bromo-2-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 3 articles about 2-(5-Bromo-2-methoxyphenyl)-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: 94.0%

1-bromo-4-methoxy-benzene (104-92-7) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-(5-bromo-2-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (868629-78-1)

Guidance literature:

With C₂₆H₄₅OSiY; In hexane; at 100 ℃; for 24h; regioselective reaction;

DOI:10.1021/acscatal.8b01364

Reference yield: 91.0%

pinacol 2-anisylboronate (190788-60-4) → 2-(5-bromo-2-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (868629-78-1)

Guidance literature:

With gold(III) chloride; N-Bromosuccinimide; In 1,2-dichloro-ethane; at 20 ℃; for 6h; regioselective reaction;

DOI:10.1021/ol102350v

Reference yield: 39.0%

N-Bromosuccinimide (128-08-5) + pinacol 2-anisylboronate (190788-60-4) → 2-(5-bromo-2-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (868629-78-1)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 14h;

DOI:10.1016/j.tetlet.2014.06.003

upstream raw materials:

pinacol 2-anisylboronate

N-Bromosuccinimide

1-bromo-4-methoxy-benzene

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

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