2-Bromo-4-methylphenylboronic acid

Base Information

• Chemical Name: 2-Bromo-4-methylphenylboronic acid
• CAS No.: 854636-01-4
• Molecular Formula: C₇H₈BBrO₂
• Molecular Weight: 214.854
• Mol file: 854636-01-4.mol

Synonyms:(2-bromo-4-methylphenyl)boronic acid

Chemical Property of 2-Bromo-4-methylphenylboronic acid

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

2-Bromo-4-methylphenylboronic acid 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Bromo-4-methylphenylboronic acid

There total 2 articles about 2-Bromo-4-methylphenylboronic acid 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: 67.0%

Trimethyl borate (121-43-7,63156-11-6) + 3-bromo-4-iodotoluene (71838-16-9) → (2-bromo-4-methylphenyl)boronic acid (854636-01-4)

Guidance literature:

3-bromo-4-iodotoluene; With isopropylmagnesium bromide; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/anie.202103625

Reference yield:

triethyl borate (150-46-9) + 3-bromo-4-iodotoluene (71838-16-9) → (2-bromo-4-methylphenyl)boronic acid (854636-01-4)

Guidance literature:

3-bromo-4-iodotoluene; With isopropylmagnesium chloride; In tetrahydrofuran; diethyl ether; at -78 ℃; for 2h;

triethyl borate; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃;

With hydrogenchloride; In tetrahydrofuran; diethyl ether; water; at 20 ℃; for 0.5h;

DOI:10.1021/ol5006246

Reference yield: 87.0%

N-methyliminodiacetic acid (4408-64-4) + (2-bromo-4-methylphenyl)boronic acid (854636-01-4) → 2-(2-bromo-4-methylphenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione

Guidance literature:

for 20h; Dean-Stark; Reflux;

DOI:10.1039/c9ob00963a

upstream raw materials:

triethyl borate

3-bromo-4-iodotoluene

Trimethyl borate

Downstream raw materials:

2-(2-bromo-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-bromo-p-toluidine

2-methyl-9H-fluorene

methyl (2-bromo-4-methylphenyl) sulfide

Refernces

• 1、 Garcia-Lopez, Jose-Antonio,Greaney, Michael F.. "Use of 2-bromophenylboronic esters as benzyne precursors in the Pd-catalyzed synthesis of triphenylenes". supporting information. p. 2338 - 2341. Retrieved 2014/05/20.