2-Methyl-4-trifluoroMethoxyphenylboronic acid, pinacol ester

Base Information

• Chemical Name: 2-Methyl-4-trifluoroMethoxyphenylboronic acid, pinacol ester
• CAS No.: 1309980-29-7
• Molecular Formula: C14H20BF3O4
• Molecular Weight: 320.1124096
• Hs Code.: 2931900090
• Mol file: 1309980-29-7.mol

Synonyms:2-Methyl-4-trifluoroMethoxyphenylboronic acid, pinacol ester

Chemical Property of 2-Methyl-4-trifluoroMethoxyphenylboronic acid, pinacol ester

Chemical Property:

• Boiling Point: 315.8±42.0 °C(Predicted)
• Density: 1.16±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C

Purity/Quality:

96% ^*data from raw suppliers

4,4,5,5-Tetramethyl-2-(2-methyl-4-(trifluoromethoxy)phenyl)-1,3,2-dioxaborolane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Methyl-4-trifluoroMethoxyphenylboronic acid, pinacol ester

There total 2 articles about 2-Methyl-4-trifluoroMethoxyphenylboronic acid, pinacol ester 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: 93.0%

bis(pinacol)diborane (73183-34-3) + 1-bromo-2-methyl-4-(trifluoromethoxy)benzene (261951-96-6) → 4,4,5,5-tetramethyl-2-[2-methyl-4-(trifluoromethoxy)phenyl]-1,3,2-dioxaborolane (1309980-29-7)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 90 ℃; for 16h; Inert atmosphere;

Reference yield:

2-methyl-4-trifluoromethoxy-phenylamine (86256-59-9) → 4,4,5,5-tetramethyl-2-[2-methyl-4-(trifluoromethoxy)phenyl]-1,3,2-dioxaborolane (1309980-29-7)

Guidance literature:

Multi-step reaction with 2 steps

1: isopentyl nitrite; tetrabutylammomium bromide; p-toluenesulfonic acid monohydrate; copper(ll) bromide / acetonitrile / 12 h / 20 °C

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / 1,4-dioxane / 16 h / 90 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; p-toluenesulfonic acid monohydrate; tetrabutylammomium bromide; potassium acetate; copper(ll) bromide; isopentyl nitrite; In 1,4-dioxane; acetonitrile;

Reference yield: 93.0%

N-Bromosuccinimide (128-08-5) + 4,4,5,5-tetramethyl-2-[2-methyl-4-(trifluoromethoxy)phenyl]-1,3,2-dioxaborolane (1309980-29-7) → 2-bromomethyl-4-trifluoromethoxy-phenylboronic acid pinacol ester (957066-13-6)

Guidance literature:

In acetonitrile; at 20 ℃; for 0.166667h; Time; Solvent; Temperature; Wavelength; Flow reactor; UV-irradiation;

DOI:10.1071/CH20372

upstream raw materials:

bis(pinacol)diborane

1-bromo-2-methyl-4-(trifluoromethoxy)benzene

2-methyl-4-trifluoromethoxy-phenylamine

Refernces

• 1、 -. "COMPOUNDS AND THEIR METHODS OF USE". Page/Page column 109; 110. . Retrieved 2018/06/12.