4,4,5,5-tetramethyl-2-(2,4,6-trichlorophenyl)-1,3,2-dioxaborolane

Base Information

• Chemical Name: 4,4,5,5-tetramethyl-2-(2,4,6-trichlorophenyl)-1,3,2-dioxaborolane
• CAS No.: 69807-93-8
• Molecular Formula: C12H14BCl3O2
• Molecular Weight: 307.412
• Mol file: 69807-93-8.mol

Synonyms:4,4,5,5-tetramethyl-2-(2,4,6-trichlorophenyl)-1,3,2-dioxaborolane;Pinacol 2,4,6-trichlorobenzeneboronate

Chemical Property of 4,4,5,5-tetramethyl-2-(2,4,6-trichlorophenyl)-1,3,2-dioxaborolane

Chemical Property:

• Boiling Point: 367.5±42.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.28±0.1 g/cm3(Predicted)
• LogP: 3.94600
• Storage Temp.: 2-8°C

Purity/Quality:

98.5% ^*data from raw suppliers

4,4,5,5-Tetramethyl-2-(2,4,6-trichlorophenyl)-1,3,2-dioxaborolane 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,4,5,5-tetramethyl-2-(2,4,6-trichlorophenyl)-1,3,2-dioxaborolane

There total 2 articles about 4,4,5,5-tetramethyl-2-(2,4,6-trichlorophenyl)-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: 58.0%

1,3,5-trichlorobenzene (108-70-3,63697-19-8) + bis(pinacol)diborane (73183-34-3) → 4,4,5,5-tetramethyl-2-(2,4,6-trichlorophenyl)-1,3,2-dioxaborolane (69807-93-8)

Guidance literature:

With n-butyllithium; C₂₈H₄₁ClNPPtSi; In hexane; 1,3,5-trimethyl-benzene; at 20 - 150 ℃; for 4h; regioselective reaction; Inert atmosphere;

DOI:10.1039/c5cc07263h

Reference yield:

1,3,5-trichloro-2-iodobenzene (6324-50-1) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 4,4,5,5-tetramethyl-2-(2,4,6-trichlorophenyl)-1,3,2-dioxaborolane (69807-93-8)

Guidance literature:

With triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 80 ℃; for 18h;

1,3,5-trichloro-2-iodobenzene; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In 1,4-dioxane; at 80 ℃; for 18h;

upstream raw materials:

1,3,5-trichloro-2-iodobenzene

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

1,3,5-trichlorobenzene

bis(pinacol)diborane

Refernces

• 1、 Wang, Guanghui,Xu, Liang,Li, Pengfei. "Double N,B-Type Bidentate Boryl Ligands Enabling a Highly Active Iridium Catalyst for C-H Borylation". supporting information. p. 8058 - 8061. Retrieved 2015/07/15.