2,2'-(2-(p-tolyl)ethane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Base Information

• Chemical Name: 2,2'-(2-(p-tolyl)ethane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
• CAS No.: 1172611-46-9
• Molecular Formula: C₂₁H₃₄B₂O₄
• Molecular Weight: 372.121
• Mol file: 1172611-46-9.mol

Synonyms:2,2'-(2-(p-tolyl)ethane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Chemical Property of 2,2'-(2-(p-tolyl)ethane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2'-(2-(p-tolyl)ethane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

There total 11 articles about 2,2'-(2-(p-tolyl)ethane-1,1-diyl)bis(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: 78.0%

4-Methylbenzyl bromide (104-81-4) + 4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane (78782-17-9) → 2,2'-(2-(p-tolyl)ethane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (1172611-46-9)

Guidance literature:

4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane; In tetrahydrofuran; at 0 ℃; for 0.0833333h; Inert atmosphere; Schlenk technique; Sealed tube;

4-Methylbenzyl bromide; With lithium diisopropyl amide; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1002/cjoc.202100701

Reference yield: 74.0%

1-ethenyl-4-methylbenzene (622-97-9,24936-41-2) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2,2'-(2-(p-tolyl)ethane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (1172611-46-9)

Guidance literature:

With zirconocene dichloride; lithium methanolate; In toluene; at 100 ℃; for 8h; under 760.051 Torr; Inert atmosphere;

Reference yield: 67.0%

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) + 4-n-methylphenylacetylene (766-97-2) → 2,2'-(2-(p-tolyl)ethane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (1172611-46-9)

Guidance literature:

With potassium tert-butylate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; copper(l) chloride; In toluene; at 23 ℃; for 15h; regioselective reaction;

DOI:10.1039/c9sc00378a

upstream raw materials:

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

4-n-methylphenylacetylene

methyl p-tolylacetate

bis(pinacol)diborane