Phenoxyphenyl-3-boronic acid pinacol ester

Base Information

• Chemical Name: Phenoxyphenyl-3-boronic acid pinacol ester
• CAS No.: 864772-18-9
• Molecular Formula: C18H21 B O3
• Molecular Weight: 296.174
• Hs Code.: 2934999090
• Mol file: 864772-18-9.mol

Synonyms:4,4,5,5-Tetramethyl-2-(3-phenoxyphenyl)-1,3,2-dioxaborolane;4,4,5,5-Tetramethyl-2-[3-(phenyloxy)phenyl]-1,3,2-dioxaborolane

Chemical Property of Phenoxyphenyl-3-boronic acid pinacol ester

Chemical Property:

• Boiling Point: 402.8±28.0 °C(Predicted)
• PSA: 27.69000
• Density: 1.09
• LogP: 3.77810
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Phenoxyphenyl-3-boronic acid pinacol ester

There total 4 articles about Phenoxyphenyl-3-boronic 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: 82.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 3-phenoxyphenylboronic acid (221006-66-2) → 4,4,5,5-tetramethyl-2-(3-phenoxyphenyl)-1,3,2-dioxaborolane (864772-18-9)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 12h; Molecular sieve;

DOI:10.1039/c8cc09523j

Reference yield: 48.0%

1-fluoro-3-phenoxybenzene (3798-89-8) + bis(pinacol)diborane (73183-34-3) → diphenylether (101-84-8) + 4,4,5,5-tetramethyl-2-(3-phenoxyphenyl)-1,3,2-dioxaborolane (864772-18-9)

Guidance literature:

With tetramethylammonium fluoride; 2-mercaptopyridine sodium salt; In acetonitrile; at 30 - 35 ℃; for 24h; Irradiation; Inert atmosphere;

DOI:10.1016/j.chempr.2021.04.016

Reference yield:

2,3-dimethyl-2,3-butane diol (76-09-5) + diphenylether (101-84-8) + boron triiodide (13517-10-7) → phenyl 4-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)]phenyl ether (269410-26-6) + 4,4,5,5-tetramethyl-2-(3-phenoxyphenyl)-1,3,2-dioxaborolane (864772-18-9)

Guidance literature:

diphenylether; boron triiodide; at 180 ℃; for 12h; Inert atmosphere;

2,3-dimethyl-2,3-butane diol; With triethylamine; at 20 ℃; Overall yield = 51 %; Overall yield = 60.1 mg;

upstream raw materials:

diphenylether

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

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

boron triiodide