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

Base Information

• Chemical Name: 2-(5-Bromo-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 1192051-39-0
• Molecular Formula: C13H18BBrO2
• Molecular Weight: 297
• Hs Code.: 2934999090
• Mol file: 1192051-39-0.mol

Synonyms:5-Bromo-2-methylphenylboronic acid pinacol ester;2-(5-Bromo-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;1,3,2-Dioxaborolane, 2-(5-bromo-2-methylphenyl)-4,4,5,5-tetramethyl-

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

Chemical Property:

• Melting Point: 69-70℃
• Boiling Point: 364℃
• Flash Point: 168℃
• PSA: 18.46000
• Density: 1.26
• LogP: 3.05670
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

5-Bromo-2-methylphenylboronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 2 articles about 2-(5-Bromo-2-methylphenyl)-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: 63.0%

2-methylphenylboronic acid pinacol ester (195062-59-0) → 2-(5-bromo-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1192051-39-0)

Guidance literature:

With gold(III) chloride; N-Bromosuccinimide; In 1,2-dichloro-ethane; at 40 ℃; for 24h; regioselective reaction;

DOI:10.1021/ol102350v

Reference yield:

para-bromotoluene (106-38-7) + bis(pinacol)diborane (73183-34-3) → 2-(2-bromo-5-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1256781-59-5) + 2-(5-bromo-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1192051-39-0) + 2-[(4-bromophenyl)methyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (477841-90-0)

Guidance literature:

With basolite C₃₀₀; In neat (no solvent); at 100 ℃; for 24h;

DOI:10.1016/j.cattod.2020.06.034

Reference yield: 73.5%

2-(5-bromo-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1192051-39-0) + (3R)-3-ethynyl-3-hydroxy-1-methylpyrrolidin-2-one → (R)-3-hydroxy-1-methyl-3-((4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethynyl)pyrrolidin-2-one

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; diethylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 100 ℃; for 0.5h; Inert atmosphere; Sealed tube;

upstream raw materials:

2-methylphenylboronic acid pinacol ester

para-bromotoluene

bis(pinacol)diborane